Welcome to LookChem.com Sign In|Join Free

CAS

  • or

3886-69-9

Post Buying Request

3886-69-9 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

3886-69-9 Usage

Chemical Properties

Colorless to light yellow liqui

Uses

Different sources of media describe the Uses of 3886-69-9 differently. You can refer to the following data:
1. (R)-(+)-1-Phenylethylamine is a chiral amine used for the determination of the enantiomeric purity of acids.
2. (R)-(+)-a-Methylbenzylamine also known as (R)-(+)-1-Phenylethylamine may be used in resolution of a chiral arylalkylamine involving high-conversion enantioselective condensation with capric acid followed by hydrolysis to yield corresponding (R)-(+)-amide.

Definition

ChEBI: The (R)-enantiomer of 1-phenylethanamine.

General Description

(R)-(+)-α-Methylbenzylamine is a chiral amine.

Flammability and Explosibility

Nonflammable

Purification Methods

Dissolve the amine in toluene, dry over NaOH and distil; fraction boiling at 187-188o/atm is collected. Store it under N2 to avoid forming the carbamate and urea. Similarly for the S-(-) enantiomer [2627-86-3]. [Ingersoll Org Synth Coll Vol II 503 1943, Robinson & Snyder Org Synth Coll Vol III 717 1955, Beilstein 12 IV 2424, 2425.]

Check Digit Verification of cas no

The CAS Registry Mumber 3886-69-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,8,8 and 6 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3886-69:
(6*3)+(5*8)+(4*8)+(3*6)+(2*6)+(1*9)=129
129 % 10 = 9
So 3886-69-9 is a valid CAS Registry Number.
InChI:InChI=1/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/p+1/t7-/m1/s1

3886-69-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (P0794)  (R)-(+)-1-Phenylethylamine  >99.0%(GC)

  • 3886-69-9

  • 25mL

  • 145.00CNY

  • Detail
  • TCI America

  • (P0794)  (R)-(+)-1-Phenylethylamine  >99.0%(GC)

  • 3886-69-9

  • 100mL

  • 435.00CNY

  • Detail
  • TCI America

  • (P0794)  (R)-(+)-1-Phenylethylamine  >99.0%(GC)

  • 3886-69-9

  • 500mL

  • 1,450.00CNY

  • Detail
  • Alfa Aesar

  • (A10967)  (R)-(+)-1-Phenylethylamine, 98%   

  • 3886-69-9

  • 25g

  • 506.0CNY

  • Detail
  • Alfa Aesar

  • (A10967)  (R)-(+)-1-Phenylethylamine, 98%   

  • 3886-69-9

  • 100g

  • 1544.0CNY

  • Detail
  • Alfa Aesar

  • (A10967)  (R)-(+)-1-Phenylethylamine, 98%   

  • 3886-69-9

  • 500g

  • 3767.0CNY

  • Detail
  • Alfa Aesar

  • (L19117)  (R)-(+)-1-Phenylethylamine, ChiPros 99+%, ee 99+%   

  • 3886-69-9

  • 5g

  • 245.0CNY

  • Detail
  • Alfa Aesar

  • (L19117)  (R)-(+)-1-Phenylethylamine, ChiPros 99+%, ee 99+%   

  • 3886-69-9

  • 25g

  • 589.0CNY

  • Detail
  • Alfa Aesar

  • (L19117)  (R)-(+)-1-Phenylethylamine, ChiPros 99+%, ee 99+%   

  • 3886-69-9

  • 100g

  • 1636.0CNY

  • Detail
  • Aldrich

  • (115541)    98%

  • 3886-69-9

  • 115541-10ML

  • 386.10CNY

  • Detail
  • Aldrich

  • (115541)    98%

  • 3886-69-9

  • 115541-25ML

  • 630.63CNY

  • Detail
  • Aldrich

  • (115541)    98%

  • 3886-69-9

  • 115541-100ML

  • 1,880.19CNY

  • Detail

3886-69-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name (1R)-1-phenylethanamine

1.2 Other means of identification

Product number -
Other names D-Phenethylamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3886-69-9 SDS

3886-69-9Synthetic route

methanol
67-56-1

methanol

A

(S)-methyl 2-(2-oxopyrrolidin-1-yl)-2-butanoate
358629-51-3

(S)-methyl 2-(2-oxopyrrolidin-1-yl)-2-butanoate

B

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: (-)-(S)-alpha-ethyl-2-oxo-1-pyrrolidineacet-N-(+)-(R)-(1-phenylethyl)-amide With sulfonic acid type-ion exchange resin; water In toluene for 6h; not specified; Heating / reflux;
Stage #2: methanol With sulfonic acid type-ion exchange resin In water; toluene at 60℃; for 3h;
A 100%
B n/a
(S)-(1-chloroethyl)benzene
3756-41-0

(S)-(1-chloroethyl)benzene

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With ammonia at 25℃; optical yield given as %ee;100%
(S)-N-((R)-1-phenylethyl)-2,3-dihydrobenzo [b][1,4]dioxine-2-carboxamide

(S)-N-((R)-1-phenylethyl)-2,3-dihydrobenzo [b][1,4]dioxine-2-carboxamide

A

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

B

(S)‐1,4‐benzodioxane‐2‐carboxylic acid
70918-54-6

(S)‐1,4‐benzodioxane‐2‐carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 90℃;A 100%
B 100%
(R)-N-((R)-1-phenylethyl)-2,3-dihydrobenzo [b][1,4]dioxine-2-carboxamide

(R)-N-((R)-1-phenylethyl)-2,3-dihydrobenzo [b][1,4]dioxine-2-carboxamide

A

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

B

(+)-(2R)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid
70918-53-5

(+)-(2R)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 90℃;A 100%
B 100%
C12H17NOS
842121-02-2

C12H17NOS

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: C12H17NOS With [RhCl2(p-cymene)]2; potassium tert-butylate; (1S,2R)-1-amino-2-indanol In isopropyl alcohol at 40℃; for 2h; Molecular sieve;
Stage #2: With hydrogenchloride In methanol optical yield given as %ee; stereoselective reaction;
99%
(R)-2-methyl-N-(1-phenylethyl)propane-2-sulfonamide

(R)-2-methyl-N-(1-phenylethyl)propane-2-sulfonamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With aluminum (III) chloride; methoxybenzene In dichloromethane at 30℃; for 2h;98.4%
With aluminum (III) chloride; methoxybenzene In dichloromethane at 20℃; for 2h; Inert atmosphere; enantioselective reaction;95%
N-[(R)-(+)-1-phenylethyl]decanamide
933057-19-3

N-[(R)-(+)-1-phenylethyl]decanamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With Candida antarctica lipase B In phosphate buffer at 70℃; for 48h; pH=7;98%
N-acetyl-1-phenylethylamine
36283-44-0

N-acetyl-1-phenylethylamine

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: N-acetyl-1-phenylethylamine With hydrogenchloride; methanol; water at 80℃; for 15h;
Stage #2: With water; sodium hydroxide
98%
(SS,R)-N-(tert-butanesulfinyl) 1-phenylethylamine

(SS,R)-N-(tert-butanesulfinyl) 1-phenylethylamine

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With hydrogenchloride; D-sorbitol; choline chloride In water at 25℃; for 3h;98%
acetophenone
98-86-2

acetophenone

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With Candida boidinii formate dehydrogenase; Geobacillus stearothermophilus ε‐deaminating L‐lysine dehydrogenase variant 22; nicotinamide adenine dinucleotide In aq. buffer at 50℃; for 48h; pH=8.5; Reagent/catalyst; Enzymatic reaction;97%
With glucose dehydrogenase; sodium hydroxide; D-Alanine; ATA-117 transaminase; NADH; 2,3,4,5,6-pentahydroxy-hexanal; pyridoxal 5'-phosphate; lactate dehydrogenase at 30℃; for 10h; pH=7.5; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;96%
With Ru(2+)*2C2H3O2(1-)*C77H108O6P2; hydrogen; sodium acetate In 2,2,2-trifluoroethanol at 100℃; under 42754.3 Torr; for 24h; Autoclave; enantioselective reaction;96%
(R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide
212378-97-7

(R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol In isopropyl alcohol at 50℃; for 2h; Molecular sieve;
Stage #2: With hydrogenchloride In methanol optical yield given as %ee; diastereoselective reaction;
97%
Stage #1: (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide With [RhCl2(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol at 50℃; for 0.5h; Inert atmosphere; Microwave irradiation; Molecular sieve;
Stage #2: With hydrogenchloride In methanol at 20℃; Catalytic behavior; Temperature; Inert atmosphere; enantioselective reaction;
95%
Multi-step reaction with 2 steps
1: [RhCl2(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol / 2 h / 50 °C / Inert atmosphere; Molecular sieve
2: hydrogenchloride / methanol / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: 2-Amino-2-methyl-1-propanol; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 / isopropyl alcohol / 0.25 h / 50 °C / Inert atmosphere; Molecular sieve
1.2: 2 h / 50 °C / Inert atmosphere; Molecular sieve
2.1: hydrogenchloride / methanol; diethyl ether / 3 h / 0 - 20 °C / Inert atmosphere
View Scheme
(R(S),R)-(-)-2-<1-(tert-Butylcarbonylamino)ethyl>-N-(1-phenylethyl)benzenesulfinamide

(R(S),R)-(-)-2-<1-(tert-Butylcarbonylamino)ethyl>-N-(1-phenylethyl)benzenesulfinamide

A

(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

B

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

C

(R)-(-)-o-(1-pivaloylaminoethyl)benzene sulfinic acid
130973-54-5

(R)-(-)-o-(1-pivaloylaminoethyl)benzene sulfinic acid

Conditions
ConditionsYield
With trifluoroacetic acid In methanol Yields of byproduct given;A n/a
B n/a
C 96%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With nickel at 110℃; for 1h; Reagent/catalyst; Inert atmosphere;94%
With ωTA ATA-117 102907WW; Vibrio fluvialis Vf-ωTA 2100208MW; pyridoxal 5'-phosphate; pentan-3-one at 30℃; for 24h; pH=7; aq. phosphate buffer; Enzymatic reaction;
With hydrogen In toluene at 70℃; for 35h; chemoselective reaction;
C5H9NO4*(x)C8H11N

C5H9NO4*(x)C8H11N

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With sodium hydroxide In water pH=11;94%
C6H12O7*(x)C8H11N

C6H12O7*(x)C8H11N

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With sodium hydroxide In water pH=11;93.3%
(R)-2-methoxy-N-(1-phenylethyl)acetamide
162929-44-4

(R)-2-methoxy-N-(1-phenylethyl)acetamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With sodium hydroxide; triethanolamine In water at 120℃; for 6h; optical yield given as %ee;93%
(RS)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide
247236-71-1

(RS)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; methanol at 25℃; for 0.5h; Inert atmosphere;92%
With hydrogenchloride In methanol; diethyl ether at 0 - 20℃; for 3h; Inert atmosphere;88%
Stage #1: (RS)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide With thionyl chloride In methanol at 20℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water Inert atmosphere;
Stage #3: With ammonia; ammonium chloride In water Inert atmosphere; optical yield given as %ee; enantioselective reaction;
Stage #1: (RS)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide With hydrogenchloride In methanol at 20℃;
Stage #2: With ammonia; ammonium chloride In water
ethanone-1-phenyl-O-(phenylmethyl)oxime
28570-76-5

ethanone-1-phenyl-O-(phenylmethyl)oxime

A

(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

B

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With sodium tetrahydroborate; (S)-valinol; zirconium(IV) chloride In tetrahydrofuran Ambient temperature; Title compound not separated from byproducts;A 91%
B n/a
(2S)-2-phenyl-2-({[(1R)-1-phenylethyl]amino}oxy)ethanol
368447-71-6

(2S)-2-phenyl-2-({[(1R)-1-phenylethyl]amino}oxy)ethanol

A

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

B

(S)-1-phenyl-1,2-ethanediol
25779-13-9

(S)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With hexacarbonyl molybdenum In water; acetonitrile at 85℃; for 1h;A 90%
B n/a
4-{(R)-1-Methyl-2-[(E)-(R)-1-phenyl-ethylimino]-cyclohexyl}-butan-2-one

4-{(R)-1-Methyl-2-[(E)-(R)-1-phenyl-ethylimino]-cyclohexyl}-butan-2-one

A

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

B

(R)-(+)-2-methyl-2-(3-oxobutyl)cyclohexanone
91306-30-8

(R)-(+)-2-methyl-2-(3-oxobutyl)cyclohexanone

Conditions
ConditionsYield
With acetic acid at 20℃; for 1h; Yields of byproduct given;A n/a
B 88%
(R)-1-phenylethylamine hydrochloride
10277-86-8

(R)-1-phenylethylamine hydrochloride

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With potassium carbonate In water at 70℃; for 1h; pH=9;88%
With sodium hydroxide In dichloromethane; water pH=10 - 11;
((R)-1-Phenyl-ethyl)-carbamic acid allyl ester

((R)-1-Phenyl-ethyl)-carbamic acid allyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With diethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine In water; acetonitrile at 20℃; for 0.0833333h;85%
N-(α-Methylbenzyl)pyridine-2-sulfonamide

N-(α-Methylbenzyl)pyridine-2-sulfonamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran for 4h; Ambient temperature;83%
(E)-ethanone-1-phenyl-O-(phenylmethyl)oxime
28570-76-5, 106770-94-9

(E)-ethanone-1-phenyl-O-(phenylmethyl)oxime

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: (E)-ethanone-1-phenyl-O-(phenylmethyl)oxime With C10H18BNO In tetrahydrofuran at 20℃; for 24h;
Stage #2: With borane-THF In tetrahydrofuran for 24h; Reflux; optical yield given as %ee; enantioselective reaction; Further stages;
82%
With dimethylsulfide borane complex; (R)-(+)-2-(1,3,2-dioxaborolan-2-yloxy)-1,2,2-triphenylethanamine In toluene at 50 - 110℃; for 15h; Product distribution / selectivity;n/a
With dimethylsulfide borane complex; C11H14BNO3 In toluene at 50 - 110℃; for 15h; Product distribution / selectivity;n/a
With borane-THF; N-isopropyl-N,2-dimethylpropan-2-amine; C22H22BNO3 In 1,4-dioxane at 20℃; for 48h; Product distribution / selectivity;100 %Chromat.
(R)-N-(4-methoxyphenyl)-(1-phenylethyl)amine
2743-01-3, 126522-56-3

(R)-N-(4-methoxyphenyl)-(1-phenylethyl)amine

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: (R)-N-(4-methoxyphenyl)-(1-phenylethyl)amine With ammonium cerium (IV) nitrate In methanol; water at 0℃; for 6h;
Stage #2: With sodium hydroxide In water
81.3%
4-methyl-N-[(R)-1-phenylethyl]benzenesulfinamide

4-methyl-N-[(R)-1-phenylethyl]benzenesulfinamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With thiophenol; zinc(II) chloride In dichloromethane at 20℃; for 6h;81%
(Z)-acetophenone O-benzyloxime
1233200-21-9

(Z)-acetophenone O-benzyloxime

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With borane-THF; C19H23BNO3(1-)*H(1+) In tetrahydrofuran; 1,4-dioxane at 0℃; Temperature; Solvent; Reagent/catalyst; Time; Inert atmosphere; enantioselective reaction;76%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

(R)-(1-phenylethyl)-carbamic acid ethyl ester
14185-43-4

(R)-(1-phenylethyl)-carbamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at -30 - 20℃;100%
With triethylamine In diethyl ether at 0 - 20℃; for 2.5h;95%
Stage #1: (R)-1-phenyl-ethyl-amine With triethylamine In dichloromethane at 20℃; Inert atmosphere;
Stage #2: chloroformic acid ethyl ester at -30 - 20℃; for 8h; Inert atmosphere;
90.5%
With sodium carbonate
With sodium hydroxide
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

acetic anhydride
108-24-7

acetic anhydride

N-acetyl-1-phenylethylamine
36283-44-0

N-acetyl-1-phenylethylamine

Conditions
ConditionsYield
at 55℃; for 2h;100%
In chloroform at 0℃;95%
In benzene 1.) 90 deg C, 1 h, 2.) r.t., 12 h;86%
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

((R)-1-phenyl-ethylimino)-acetic acid ethyl ester
37662-05-8

((R)-1-phenyl-ethylimino)-acetic acid ethyl ester

Conditions
ConditionsYield
In toluene for 0.333333h; Heating;100%
In toluene Heating;100%
In toluene at 15 - 25℃;95%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

(R)-(+)-α-methylbenzyl formamide
6948-01-2, 19145-06-3, 31502-34-8, 42412-77-1

(R)-(+)-α-methylbenzyl formamide

Conditions
ConditionsYield
for 8h; Reflux;100%
With amberlyst 15 In tetrahydrofuran for 21h; Reflux; Inert atmosphere;99%
With Novozyme 435 CALB In tetrahydrofuran at 20℃; Green chemistry; Enzymatic reaction;92%
8-oxo-(E)-non-2-enoic acid methyl ester
28979-90-0

8-oxo-(E)-non-2-enoic acid methyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(E)-8-[(E)-(R)-1-Phenyl-ethylimino]-non-2-enoic acid methyl ester
130721-15-2

(E)-8-[(E)-(R)-1-Phenyl-ethylimino]-non-2-enoic acid methyl ester

Conditions
ConditionsYield
With molecular sieve In cyclohexane at 40℃; for 1h;100%
(E)-9-Oxo-2-decanoic acid methyl ester
1189-64-6

(E)-9-Oxo-2-decanoic acid methyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(E)-9-[(E)-(R)-1-Phenyl-ethylimino]-dec-2-enoic acid methyl ester
130721-16-3

(E)-9-[(E)-(R)-1-Phenyl-ethylimino]-dec-2-enoic acid methyl ester

Conditions
ConditionsYield
With molecular sieve In cyclohexane at 40℃; for 1h;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

7-oxo-2(E)-octenoic acid methyl ester
96293-28-6

7-oxo-2(E)-octenoic acid methyl ester

(E)-7-[(E)-(R)-1-Phenyl-ethylimino]-oct-2-enoic acid methyl ester
130739-49-0

(E)-7-[(E)-(R)-1-Phenyl-ethylimino]-oct-2-enoic acid methyl ester

Conditions
ConditionsYield
With molecular sieve In cyclohexane at 40℃; for 1h;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(E)-7-(2-Oxo-cyclohexyl)-hept-2-enoic acid methyl ester
127987-42-2

(E)-7-(2-Oxo-cyclohexyl)-hept-2-enoic acid methyl ester

(E)-7-{2-[(E)-(R)-1-Phenyl-ethylimino]-cyclohexyl}-hept-2-enoic acid methyl ester
127987-43-3, 127987-44-4

(E)-7-{2-[(E)-(R)-1-Phenyl-ethylimino]-cyclohexyl}-hept-2-enoic acid methyl ester

Conditions
ConditionsYield
In cyclohexane for 3h; Heating;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl chloride

(R)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl chloride

(R)-N-(1-phenylethyl)-1-benzyl-5-oxoprolinamide

(R)-N-(1-phenylethyl)-1-benzyl-5-oxoprolinamide

Conditions
ConditionsYield
100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl chloride

(S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl chloride

(S)-N-(1-phenylethyl)-1-benzyl-5-oxoprolinamide

(S)-N-(1-phenylethyl)-1-benzyl-5-oxoprolinamide

Conditions
ConditionsYield
100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

benzaldehyde
100-52-7

benzaldehyde

(R)-1-phenylethyl(benzylidene)amine
56941-77-6

(R)-1-phenylethyl(benzylidene)amine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
In benzene for 2h; Condensation; Heating;96%
With magnesium sulfate In tetrahydrofuran for 3.5h;83%
succinic acid anhydride
108-30-5

succinic acid anhydride

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

1-[(1R)-1-phenylethyl]pyrrolidine-2,5-dione
94054-97-4

1-[(1R)-1-phenylethyl]pyrrolidine-2,5-dione

Conditions
ConditionsYield
Stage #1: succinic acid anhydride; (R)-1-phenyl-ethyl-amine In toluene for 18h; Reflux;
Stage #2: In acetic anhydride for 2h; Reflux;
100%
Stage #1: succinic acid anhydride; (R)-1-phenyl-ethyl-amine In tetrahydrofuran Heating;
Stage #2: With acetic anhydride In tetrahydrofuran for 2h; Heating;
60%
With acetic anhydride 1.) THF, reflux, 2 h, 2.) reflux, 2 h; Yield given. Multistep reaction;
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

<(R)-(1-phenylethyl)imino>acetic acid ethyl ester
851389-20-3

<(R)-(1-phenylethyl)imino>acetic acid ethyl ester

Conditions
ConditionsYield
In toluene for 1.5h; Heating;100%
With molecular sieve In dichloromethane at 0℃;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R)-(1-phenylethyl)carbamic acid tert-butyl ester
184888-43-5

(R)-(1-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With indium(III) bromide at 30 - 35℃; for 0.0333333h;100%
With perchloric acid at 30 - 35℃; for 0.0166667h;100%
With sulfonic-acid-functionalized silica In dichloromethane at 20℃; for 0.0833333h;99%
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

N-<(R)-(+)-α-phenylethyl>-2,2,2-trifluoroacetamide
2354-91-8, 28332-81-2, 39995-50-1, 39995-51-2

N-<(R)-(+)-α-phenylethyl>-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
With sodium hydride In diethyl ether at 0 - 20℃; Condensation;100%
at 25℃; for 20h; Sealed tube;100%
at 20℃; for 0.05h; Acylation;89%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

1-(trifluoroacetyl)benzotriazole
183266-61-7

1-(trifluoroacetyl)benzotriazole

A

1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

B

N-<(R)-(+)-α-phenylethyl>-2,2,2-trifluoroacetamide
2354-91-8, 28332-81-2, 39995-50-1, 39995-51-2

N-<(R)-(+)-α-phenylethyl>-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
In tetrahydrofuran for 4h; Ambient temperature;A n/a
B 100%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R,E)-N-(1-phenylethyl)-1-(pyridin-2-yl)methanimine
38010-70-7

(R,E)-N-(1-phenylethyl)-1-(pyridin-2-yl)methanimine

Conditions
ConditionsYield
In toluene Reflux; Inert atmosphere; Dean-Stark;100%
With magnesium sulfate In diethyl ether for 4h; Ambient temperature;90%
With aluminum oxide
In diethyl ether for 1h; Molecular sieve; Inert atmosphere;
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

(R)-N-(α-methylbenzyl)chloroacetamide
36293-00-2

(R)-N-(α-methylbenzyl)chloroacetamide

Conditions
ConditionsYield
In dichloromethane100%
With potassium carbonate In acetonitrile98%
With triethylamine In dichloromethane at 0 - 20℃; for 6h;86.07%
carbon disulfide
75-15-0

carbon disulfide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R,R)-N,N'-bis[α-methylbenzyl]thiourea
67375-00-2

(R,R)-N,N'-bis[α-methylbenzyl]thiourea

Conditions
ConditionsYield
aluminum oxide; zinc(II) oxide at 100℃; for 2h; Condensation;100%
at 47℃;97%
In ethanol Inert atmosphere; Reflux;95%
MCM-41-TBD; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine at 90℃; for 15h;91%
In ethanol at 88℃; for 24h;74%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

5,5'-(2,2'-bipyridine)diacid chloride
82799-91-5

5,5'-(2,2'-bipyridine)diacid chloride

4,4'-bis-[(R)-(+)-α-phenylethylamido]-2,2'-bipyridine

4,4'-bis-[(R)-(+)-α-phenylethylamido]-2,2'-bipyridine

Conditions
ConditionsYield
Condensation;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(SS)-(+)-2-(p-Tolylsulfinyl)prop-2-en-1-ol
234436-57-8

(SS)-(+)-2-(p-Tolylsulfinyl)prop-2-en-1-ol

(SS,R)-N-[(2-p-tolylsulfinyl)-2-propenyl]-N-(1-phenylethyl)amine

(SS,R)-N-[(2-p-tolylsulfinyl)-2-propenyl]-N-(1-phenylethyl)amine

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;100%
5-bromo-2-thiophencarboxaldehyde
4701-17-1

5-bromo-2-thiophencarboxaldehyde

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R)-(-)-(5-bromothiophen-2-ylmethylene)(1-phenylethyl)amine

(R)-(-)-(5-bromothiophen-2-ylmethylene)(1-phenylethyl)amine

Conditions
ConditionsYield
at 20℃; for 6h;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

ethyl 4-allyloxy-3-oxobutanoate
134989-37-0

ethyl 4-allyloxy-3-oxobutanoate

(Z)-4-Allyloxy-3-((R)-1-phenyl-ethylamino)-but-2-enoic acid ethyl ester
565170-41-4

(Z)-4-Allyloxy-3-((R)-1-phenyl-ethylamino)-but-2-enoic acid ethyl ester

Conditions
ConditionsYield
With acetic acid In tetrahydrofuran at 60℃;100%
4,5-Dihydro-2-methylthiophen-3-(2H)-on
74015-70-6, 13679-85-1

4,5-Dihydro-2-methylthiophen-3-(2H)-on

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R)-(2-methyl-dihydrothiophen-3-ylidene)(1-phenylethyl)amine
946134-08-3

(R)-(2-methyl-dihydrothiophen-3-ylidene)(1-phenylethyl)amine

Conditions
ConditionsYield
With aluminum oxide; 5A molecular sieve; silica gel In cyclohexane at 20℃; for 144h;100%
With aluminum oxide; silica gel In cyclohexane at 20℃; for 100h;
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexane carbaldehyde
141836-47-7

4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexane carbaldehyde

(R)-N-[(4'-tert-butyldimethylsilyloxymethyl-cyclohexyl)methylidene]-1-phenylethanamine
672314-40-8

(R)-N-[(4'-tert-butyldimethylsilyloxymethyl-cyclohexyl)methylidene]-1-phenylethanamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃;100%
With magnesium sulfate In dichloromethane
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

1-(2,4-dinitrophenyl)-3-methylpyridinium chloride
6526-37-0

1-(2,4-dinitrophenyl)-3-methylpyridinium chloride

3-Methyl-1-((R)-1-phenyl-ethyl)-pyridinium; chloride

3-Methyl-1-((R)-1-phenyl-ethyl)-pyridinium; chloride

Conditions
ConditionsYield
In butan-1-ol for 0.166667h; Zincke's reaction; microwave irradiation;100%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

((R)-1-Phenyl-ethyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine
1000387-94-9

((R)-1-Phenyl-ethyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
With boron trifluoride diethyl etherate at 20℃; for 0.0166667h;
ethyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enoate

ethyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enoate

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

1-((R)-1-Phenyl-ethyl)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

1-((R)-1-Phenyl-ethyl)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
In chloroform-d1 at 24℃;100%
(3E,5E)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[2-oxo-eth-(Z)-ylidene]-hepta-3,5-dienoic acid ethyl ester

(3E,5E)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[2-oxo-eth-(Z)-ylidene]-hepta-3,5-dienoic acid ethyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

2-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-1-((R)-1-phenyl-ethyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

2-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-1-((R)-1-phenyl-ethyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
In chloroform-d1 at 24℃;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

ethyl (E,E)-4-oxo-2-styrylbut-2-enoate
344907-95-5

ethyl (E,E)-4-oxo-2-styrylbut-2-enoate

2-Phenyl-1-((R)-1-phenyl-ethyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

2-Phenyl-1-((R)-1-phenyl-ethyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
In chloroform-d1 at 24℃;100%

3886-69-9Relevant articles and documents

Synthesis and reactivity towards carbon monoxide of an optically active endo five-membered ortho-cyclopalladated imine: X-ray molecular structure of trans-(μ-Cl)2[Pd(κ2-C,N-(R)-C6H4-CH{double bond, long}N-CHMe-Ph)]2

Albert, Joan,D'Andrea, Luci?a,Granell, Jaume,Tavera, Raquel,Font-Bardia, Mercè,Solans, Xavier

, p. 3070 - 3080 (2007)

(R)-1-Phenylethyl-benzylidene-amine (1) reacted with Pd(OAc)2 in acetic acid at 60 °C under nitrogen affording the acetato-bridged dinuclear endo five-membered ortho-cyclopalladated compound (μ-OAc)2[Pd(κ2-C,N-(R)-C6H4-CH{double bond, long}N-CHMe-Ph)]2 (2) in 65% yield. Compound 2 was converted by a metathesis reaction with LiCl into the corresponding chloro-bridged dinuclear cyclopalladated compound (μ-Cl)2[Pd(κ2-C,N-(R)-C6H4-CH{double bond, long}N-CHMe-Ph)]2 (3). 1H NMR of CDCl3 solutions of compounds 2 and 3 treated separately with py-d5, (R)-1-phenylethylamine and racemic 1-phenylethylamine were consistent with the endo cyclopalladated structure and the R absolute configuration of the chiral carbon atoms of compounds 2 and 3. Compounds 2 and 3 reacted with carbon monoxide in methanol affording, as major compounds, methyl 2-formylbenzoate (91% chemical yield) and the epimers of 3-methoxy-2-[(R)-1-phenylethyl]isoindolin-1-one (64% chemical yield) in ca. 20% diastereomeric excess, respectively. The trans isomer of compound 3 crystallized in the P21 monoclinic space group with a = 10.430(4) A?, b = 12.082(8) A?, c = 11.168(4) A? and β = 95.20(3)° and presented C-H?Cl intramolecular and C-H?Pd intermolecular non-conventional hydrogen bonds.

Determination of absolute configurations of amines and amino acids using nonchiral derivatizing agents (NCDA) and deuterium NMR.

Chalard,Bertrand,Canet,Thery,Remuson,Jeminet

, p. 2431 - 2434 (2000)

Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d(3) chloride as a nonchiral derivatizing agent (deuterium probe) and deuterium NMR in a chiral solvent (Courtieu's method). In the case of amino acids, derivatization to amido esters, performed with methanol-d(4) and acetyl-d(3) chloride, gives a double opportunity for enantiomeric analysis.

Highly Stable Zr(IV)-Based Metal-Organic Frameworks for Chiral Separation in Reversed-Phase Liquid Chromatography

Jiang, Hong,Yang, Kuiwei,Zhao, Xiangxiang,Zhang, Wenqiang,Liu, Yan,Jiang, Jianwen,Cui, Yong

supporting information, p. 390 - 398 (2021/01/13)

Separation of racemic mixtures is of great importance and interest in chemistry and pharmacology. Porous materials including metal-organic frameworks (MOFs) have been widely explored as chiral stationary phases (CSPs) in chiral resolution. However, it remains a challenge to develop new CSPs for reversed-phase high-performance liquid chromatography (RP-HPLC), which is the most popular chromatographic mode and accounts for over 90% of all separations. Here we demonstrated for the first time that highly stable Zr-based MOFs can be efficient CSPs for RP-HPLC. By elaborately designing and synthesizing three tetracarboxylate ligands of enantiopure 1,1′-biphenyl-20-crown-6, we prepared three chiral porous Zr(IV)-MOFs with the framework formula [Zr6O4(OH)8(H2O)4(L)2]. They share the same flu topological structure but channels of different sizes and display excellent tolerance to water, acid, and base. Chiral crown ether moieties are periodically aligned within the framework channels, allowing for stereoselective recognition of guest molecules via supramolecular interactions. Under acidic aqueous eluent conditions, the Zr-MOF-packed HPLC columns provide high resolution, selectivity, and durability for the separation of a variety of model racemates, including unprotected and protected amino acids and N-containing drugs, which are comparable to or even superior to several commercial chiral columns for HPLC separation. DFT calculations suggest that the Zr-MOF provides a confined microenvironment for chiral crown ethers that dictates the separation selectivity.

Artificial plant cell walls as multi-catalyst systems for enzymatic cooperative asymmetric catalysis in non-aqueous media

B?ckvall, Jan-E.,Córdova, Armando,Deiana, Luca,Naidu, Veluru Ramesh,Rafi, Abdolrahim A.,Tai, Cheuk-Wai

supporting information, p. 8814 - 8817 (2021/09/07)

The assembly of cellulose-based artificial plant cell wall (APCW) structures that contain different types of catalysts is a powerful strategy for the development of cascade reactions. Here we disclose an APCW catalytic system containing a lipase enzyme and nanopalladium particles that transform a racemic amine into the corresponding enantiomerically pure amide in high yieldviaa dynamic kinetic resolution.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 3886-69-9