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L-1-Phenylethylamine
Cas No: 2627-86-3
No Data 1 Metric Ton 1 Metric Ton/Day Ningbo Bichem Pharmaceutical Co.,Ltd Contact Supplier
L-1-Phenylethylamine Manufacturer/High quality/Best price/In stock
Cas No: 2627-86-3
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Top purity L(-)-Alpha-Methylbenzylamine with high quality and best price cas:2627-86-3
Cas No: 2627-86-3
USD $ 2.0-5.0 / Gram 1 Gram 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
High quality (s)-(-)-alpha-methylbenzylamine supplier in China
Cas No: 2627-86-3
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L-1-Phenylethylamine
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USD $ 200.0-200.0 / Kilogram 1 Kilogram 400 Metric Ton/Day Kono Chem Co.,Ltd Contact Supplier
L-1-Phenylethylamine
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High Quality Food Grade L-1-Phenylethylamine HACCP Manufacturer
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USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
L-1-Phenylethylamine
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Factory Supply (s)-(-)-1-phenylethylamine
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2627-86-3 Usage

Definition

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

Chemical Properties

Colorless to light yellow liqui

Uses

L-1-Phenylethylamine can be used in a one-pot, multi-component synthesis of a highly substituted, chiral pyrrole
InChI:InChI=1/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/p+1/t7-/m0/s1

2627-86-3 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (P0793)  (S)-(-)-1-Phenylethylamine  >98.0%(GC) 2627-86-3 25mL 395.00CNY Detail
TCI America (P0793)  (S)-(-)-1-Phenylethylamine  >98.0%(GC) 2627-86-3 100mL 990.00CNY Detail
TCI America (P0793)  (S)-(-)-1-Phenylethylamine  >98.0%(GC) 2627-86-3 500mL 2,950.00CNY Detail
Alfa Aesar (A12632)  (S)-(-)-1-Phenylethylamine, 98%    2627-86-3 25g 506.0CNY Detail
Alfa Aesar (A12632)  (S)-(-)-1-Phenylethylamine, 98%    2627-86-3 100g 1544.0CNY Detail
Alfa Aesar (A12632)  (S)-(-)-1-Phenylethylamine, 98%    2627-86-3 500g 6280.0CNY Detail
Alfa Aesar (L19118)  (S)-(-)-1-Phenylethylamine, ChiPros 99+%, ee 99.5%    2627-86-3 5g 210.0CNY Detail
Alfa Aesar (L19118)  (S)-(-)-1-Phenylethylamine, ChiPros 99+%, ee 99.5%    2627-86-3 25g 505.0CNY Detail
Alfa Aesar (L19118)  (S)-(-)-1-Phenylethylamine, ChiPros 99+%, ee 99.5%    2627-86-3 100g 1402.0CNY Detail
Aldrich (115568)    98% 2627-86-3 115568-25G 547.56CNY Detail
Aldrich (115568)    98% 2627-86-3 115568-100G 1,763.19CNY Detail
Sigma-Aldrich (77869)  (S)-(−)-α-Methylbenzylamine  for chiral derivatization, ≥99.0% 2627-86-3 77869-5ML 1,427.40CNY Detail

2627-86-3SDS

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 (1S)-1-phenylethanamine

1.2 Other means of identification

Product number -
Other names (S)-1-Phenylethanamine

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:2627-86-3 SDS

2627-86-3Synthetic route

(S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide
874291-45-9

(S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
Stage #1: (S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide 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;
96%
Stage #1: (S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide 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℃; Inert atmosphere; enantioselective reaction;
96%
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
acetophenone
98-86-2

acetophenone

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With formate dehydrogenase; Arthrobacter citreus S9 ω-transaminase; ATA-113 ω-transaminase; sodium formate; isopropylamine; NADH; yeast alcohol dehydrogenase pH=7; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;99%
Stage #1: acetophenone With Ru(2+)*2C2H3O2(1-)*C77H108O6P2; ammonium acetate; hydrogen In 2,2,2-trifluoroethanol at 80℃; under 53203.6 Torr; for 24h; Inert atmosphere; Autoclave;
Stage #2: With hydrogenchloride In 2,2,2-trifluoroethanol; water at 80℃; for 6h; Reagent/catalyst; Temperature; Pressure; enantioselective reaction;
98%
With glucose dehydrogenase; sodium hydroxide; L-alanin; ATA-103 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%
acetophenone
98-86-2

acetophenone

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
Stage #1: acetophenone With [((R)-tol-binap)RuCl2(DMF)x]; ammonia; ammonium formate In methanol at 85℃; for 20h; Leuckart-Wallach reaction;
Stage #2: With hydrogenchloride In ethanol for 1h; Heating; Title compound not separated from byproducts;
Stage #1: acetophenone With ammonium acetate; sodium cyanoborohydride In methanol at 20℃; reductive amination;
Stage #2: racemate resolution; Further stages.;
With ammonia; ammonium formate In methanol optical yield given as %ee;
(E)-acetophenone O-methyloxime
15754-20-8

(E)-acetophenone O-methyloxime

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;85%
With borane-THF; (1S,2R)-1-amino-2-indanol In tetrahydrofuran at -20 - 70℃; Reduction;
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;
(E)-acetophenone O-(2-nitrobenzyl) oxime
937371-88-5

(E)-acetophenone O-(2-nitrobenzyl) oxime

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;95%
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;
(S)-(-)-α-methylbenzylamine hydrochloride
17279-30-0

(S)-(-)-α-methylbenzylamine hydrochloride

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane97.4%
With sodium hydroxide In water Large scale;
(SS,S)-N-(tert-butanesulfinyl) 1-phenylethylamine

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

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With hydrogenchloride; D-sorbitol; choline chloride In water at 25℃; for 3h;98%
Stage #1: (SS,S)-N-(tert-butanesulfinyl) 1-phenylethylamine 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: (SS,S)-N-(tert-butanesulfinyl) 1-phenylethylamine With hydrogenchloride In methanol at 20℃;
Stage #2: With ammonia; ammonium chloride In water
(E)-acetophenone O-(4-methoxybenzyl) oxime
937371-86-3

(E)-acetophenone O-(4-methoxybenzyl) oxime

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;70%
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;
(S)-N-(1-phenylethyl)benzamide
3480-59-9, 4108-58-1, 20826-48-6, 28623-68-9

(S)-N-(1-phenylethyl)benzamide

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 80℃; for 10h; Reagent/catalyst; Microwave irradiation;93%
(E)-acetophenone O-(4-trifluoromethyl benzyl) oxime
937371-87-4

(E)-acetophenone O-(4-trifluoromethyl benzyl) oxime

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;60%
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;
methyl methoxyacetate
6290-49-9

methyl methoxyacetate

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

A

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

(S)-1-phenyl-ethylamine

B

(R)-2-methoxy-N-(1-phenylethyl)acetamide
162929-44-4

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

Conditions
ConditionsYield
With novozyme 435 In 1,2-dimethoxyethane at 40℃; for 19h; Molecular sieve; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;
With Candida antarctica lipase B immobilized on acrylic resin In toluene at 25℃; for 0.0666667h; Resolution of racemate; Flow reactor;A n/a
B n/a
With 5% palladium on barium sulphate; Lipase B from Candida antarctica immobilized on SiO2 nanoparticles functionalized with 1 % Pd and (3-aminopropyl)triethoxysilane; ammonium formate; sodium carbonate In toluene at 70℃; for 17h; Molecular sieve; Enzymatic reaction;A n/a
B n/a
With ammonium formate; sodium carbonate In toluene at 70℃; for 9h; Temperature; Reagent/catalyst; Molecular sieve; Flow reactor; Resolution of racemate;
isopropyl 2-propoxyacetate

isopropyl 2-propoxyacetate

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

A

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

(S)-1-phenyl-ethylamine

B

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

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

Conditions
ConditionsYield
With lipase B from Candida antarctica immobilized on acrylic beads In toluene at 30℃; for 8h; Temperature; Concentration; Resolution of racemate; Flow reactor; Enzymatic reaction; enantioselective reaction;A n/a
B 45%
N-[(1S)-1-phenylethan-1-yl]-4-methylbenzenesulfonamide
66558-04-1

N-[(1S)-1-phenylethan-1-yl]-4-methylbenzenesulfonamide

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With ammonia; lithium In tetrahydrofuran at -78℃; for 0.25h;79%
With pyrrolidine; samarium diiodide; water In tetrahydrofuran at 20℃; Inert atmosphere;98 %Chromat.
N-butylamine
109-73-9

N-butylamine

acetophenone
98-86-2

acetophenone

A

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

(S)-1-phenyl-ethylamine

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; NADP+ In dimethyl sulfoxide at 37℃; for 16h; pH=9; Reagent/catalyst; Enzymatic reaction;
(E)-ethanone-1-phenyl-O-(phenylmethyl)oxime
28570-76-5, 106770-94-9

(E)-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 1) THF, r.t., 2) THF, r.t.; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
Stage #1: (E)-ethanone-1-phenyl-O-(phenylmethyl)oxime With borane-THF; (S)-proline (R)-1,1'-bi(2-naphthyl)dioxyboryl ester In tetrahydrofuran at 0 - 5℃; for 48h;
Stage #2: With hydrogenchloride In tetrahydrofuran Title compound not separated from byproducts;
With dimethylsulfide borane complex; 2-[(1,3,2-dioxaborolan-2-yloxy)diphenylmethyl]pyrrolidine In toluene at 50 - 110℃; for 15h; Product distribution / selectivity;A n/a
B n/a
(E)-ethanone-1-phenyl-O-(phenylmethyl)oxime
28570-76-5, 106770-94-9

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

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
Stage #1: (E)-ethanone-1-phenyl-O-(phenylmethyl)oxime With borane; (1R,2S)-norephedrine In tetrahydrofuran at 20℃; for 20h;
Stage #2: With hydrogenchloride In tetrahydrofuran at 20℃; for 30h; Further stages.;
85%
With sodium tetrahydroborate; borane-THF; enantiopure spiroborate ester In 1,4-dioxane at 0℃; for 36h;100 % Turnov.
With dimethylsulfide borane complex; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In toluene at 50 - 110℃; for 5 - 15h; Product distribution / selectivity;n/a
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

A

(R)-2-cyano-N-(1-phenylethyl)acetamide
1202405-40-0

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

B

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

(S)-1-phenyl-ethylamine

C

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

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With Novozym, lipase B from Candida antarctica, recombinant, expressed in Aspergillus niger, adsorbed on acrylic resin In tetrahydrofuran; toluene at 25℃; for 24h; Reagent/catalyst; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A 29%
B n/a
C n/a
acetophenone
98-86-2

acetophenone

A

1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

B

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

(S)-1-phenyl-ethylamine

C

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

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With ammonium fluoride; Ru(2+)*C41H36O2P2*2C2H3O2(1-); hydrogen; sodium acetate In 2,2,2-trifluoroethanol at 80℃; under 41254.1 Torr; for 20h; Reagent/catalyst; Autoclave; enantioselective reaction;A n/a
B n/a
C n/a
With aluminium(III) triflate; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; hydrogen; (R)-segphos In toluene at 120℃; for 16h; Reagent/catalyst; Autoclave; enantioselective reaction;A 13 %Chromat.
B n/a
C n/a
With sodium hexaflorophosphate; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; hydrogen; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl In toluene at 120℃; for 16h; Autoclave; enantioselective reaction;A 23 %Chromat.
B n/a
C n/a
N-butylamine
109-73-9

N-butylamine

acetophenone
98-86-2

acetophenone

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

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; NADP+ In dimethyl sulfoxide at 37℃; for 16h; pH=9; Enzymatic reaction;
isopropyl 2-buthoxyacetate

isopropyl 2-buthoxyacetate

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

A

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

(S)-1-phenyl-ethylamine

B

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

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

Conditions
ConditionsYield
With lipase B from Candida antarctica immobilized on acrylic beads In toluene at 30℃; for 8h; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A n/a
B 23%
(S)-N-acetyl-1-phenylethylamine
19144-86-6

(S)-N-acetyl-1-phenylethylamine

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 80℃; for 10h; Microwave irradiation; Inert atmosphere; neat (no solvent);94%
Stage #1: (S)-N-acetyl-1-phenylethylamine With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.0333333h; Inert atmosphere;
Stage #2: With water In tetrahydrofuran Inert atmosphere;
93%
1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: oxygen; sodium anthraquinone-2-sulfonate / water / 30 °C / Irradiation
2: (S)-amine trans-aminase / acetonitrile / 28 h / 20 °C / Enzymatic reaction
View Scheme
With ammonium hydroxide; alcohol dehydrogenase from Paracoccus pantotrophus; amine dehydrogenase from Exiguobacterium sibiricum; nicotinamide adenine dinucleotide; ammonium chloride enantioselective reaction;n/a
With pyridoxal 5'-phosphate; alcohol dehydrogenase from Candida parapsilosis-W286A mutant; Bacillus megaterium ω-transaminase; diisopropylamine In aq. acetate buffer at 30℃; for 21h; pH=8; Reagent/catalyst; Green chemistry; Enzymatic reaction; enantioselective reaction;93 mg
Multi-step reaction with 2 steps
1: diisopropylamine; NAD; alcohol dehydrogenase from Candida parapsilosis-W286A mutant; NADH oxidase / aq. acetate buffer / 24 h / 30 °C / pH 8 / Green chemistry; Enzymatic reaction
2: diisopropylamine; pyridoxal 5'-phosphate; NAD; alcohol dehydrogenase from Candida parapsilosis-W286A mutant; Bacillus megaterium ω-transaminase / aq. acetate buffer / 24 h / 30 °C / pH 8 / Green chemistry; Enzymatic reaction
View Scheme
(+)-(S)(C)-(S)(S)-N-(1-Phenylethyl)-p-toluolsulfinamid
20752-48-1

(+)-(S)(C)-(S)(S)-N-(1-Phenylethyl)-p-toluolsulfinamid

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With trifluoroacetic acid In methanol at 25℃; for 3h;92%
(E)-1-phenylethanone oxime
10341-75-0

(E)-1-phenylethanone oxime

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
Stage #1: (E)-1-phenylethanone oxime With borane-THF; (S)-proline (R)-1,1'-bi(2-naphthyl)dioxyboryl ester In tetrahydrofuran at 0 - 5℃; for 48h;
Stage #2: With hydrogenchloride In tetrahydrofuran
74%
Multi-step reaction with 2 steps
1: tetrahydrofuran / 20 °C
2: BH3; (-)-norephedrine / tetrahydrofuran / 24 h / 0 °C
View Scheme
sodium pyruvate
113-24-6

sodium pyruvate

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

A

D-Alanine
338-69-2

D-Alanine

B

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

(S)-1-phenyl-ethylamine

C

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With pyridoxal 5'-phosphate In aq. phosphate buffer; dimethyl sulfoxide at 30℃; for 24h; pH=7.5; Reagent/catalyst; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
C n/a
3-phenoxy-2-propanone
621-87-4

3-phenoxy-2-propanone

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

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

acetophenone
98-86-2

acetophenone

D

R-(-)-1-phenoxy-2-propanamine
45972-74-5

R-(-)-1-phenoxy-2-propanamine

Conditions
ConditionsYield
With disodium phosphate heptahydrate; disodium phosphite pentahydrate In toluene at 25℃; for 72h; Time; Enzymatic reaction;A n/a
B n/a
C n/a
D n/a
ethyl acetoacetate
141-97-9

ethyl acetoacetate

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

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

ethyl 3-(R)-methyl-β-alanine
5303-65-1, 22657-48-3, 69677-12-9, 115880-49-4

ethyl 3-(R)-methyl-β-alanine

D

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With disodium phosphate heptahydrate; disodium phosphite pentahydrate In toluene at 25℃; for 72h; Enzymatic reaction;A n/a
B n/a
C n/a
D n/a
Methoxyacetone
5878-19-3

Methoxyacetone

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

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)-2-methoxy-1-methylethylamine
37143-54-7, 99636-32-5, 123410-24-2, 99636-38-1

(R)-2-methoxy-1-methylethylamine

D

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With disodium phosphate heptahydrate; disodium phosphite pentahydrate In toluene at 25℃; for 72h; Enzymatic reaction;A n/a
B n/a
C n/a
D n/a
rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With (SS,S)-N-(tert-butanesulfinyl) 1-phenylethylamine; hydrogenchloride In methanol at 20℃; for 0.5h; stereoselective reaction;97%
With sodium tetrahydroborate In aq. phosphate buffer at 30℃; for 3h; pH=8; Enzymatic reaction; stereoselective reaction;64.5%
With sodium pyruvate at 30℃; for 24h; aq. phosphate buffer; Resolution of racemate; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;41%
(1S)-N-1-Phenethyl-3-hydroxy-2,2-dimethylpropanamide
33290-12-9

(1S)-N-1-Phenethyl-3-hydroxy-2,2-dimethylpropanamide

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With sodium hydroxide In water; ethylene glycol at 110℃; for 13h;80%
With potassium hydroxide In methanol; water for 44h; Heating;
O-methyl acetophenone oxime
3376-33-8

O-methyl acetophenone oxime

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With (S)-(-)-2-amino-3-(p-benzyloxy)phenyl-1,1-diphenylpropanol*borane In tetrahydrofuran at 30℃;100%
With sodium tetrahydroborate; (S)-valinol; zirconium(IV) chloride In tetrahydrofuran for 48h; Product distribution; Ambient temperature; effect of other Lewis acids, solvents, chiral amino alcohols and reaction temperature on enantioselectivity; other substrates;95%
With borane; (2S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol-borane In tetrahydrofuran for 20h; Ambient temperature;90%
(S)-N-(1-phenylethyl)prop-2-en-1-amine
115914-08-4

(S)-N-(1-phenylethyl)prop-2-en-1-amine

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With Thiosalicylic acid; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 60℃; for 0.25h;100%
(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%
O-methyl acetophenone oxime
3376-33-8

O-methyl acetophenone 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 for 48h; Ambient temperature; Title compound not separated from byproducts;A 95%
B n/a
With lithium aluminium tetrahydride; chiral borane In tetrahydrofuran for 24h; Product distribution; Ambient temperature; enantioselectivity; further hydrides;
1-decanoic acid
334-48-5

1-decanoic acid

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

A

N-[(R)-(+)-1-phenylethyl]decanamide
933057-19-3

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

B

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With Candida antarctica lipase B; molecular sieve In various solvent(s) at 45℃; for 24h;A 95%
B 13.7 mg
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
(1S,1'S)-N-(1'-phenylethyl)-1-<2''-(methylamino)phenyl>ethylamine
128113-82-6

(1S,1'S)-N-(1'-phenylethyl)-1-<2''-(methylamino)phenyl>ethylamine

A

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

(S)-1-phenyl-ethylamine

B

N-methyl ortho-ethylaniline
1821-38-1

N-methyl ortho-ethylaniline

Conditions
ConditionsYield
With hydrogen; ammonium formate; palladium on activated charcoal In methanol Heating;A 62%
B 90%
S(+)-2-phenyl-propanoic acid amide
13490-74-9

S(+)-2-phenyl-propanoic acid amide

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In water; acetonitrile Ambient temperature;85%
((R)-1-Phenyl-ethyl)-((1S,2R,6R,7S)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yl)-amine
82009-54-9, 82041-85-8, 113775-69-2, 113775-70-5

((R)-1-Phenyl-ethyl)-((1S,2R,6R,7S)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yl)-amine

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With citric acid In diethyl ether for 2.5h;83%
ethanone-1-phenyl-O-(phenylmethyl)oxime
28570-76-5

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

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With borane; (2S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol-borane In tetrahydrofuran for 24h; Ambient temperature;80%
(1R)-1-phenyl-2-({[(1S)-1-phenylethyl]amino}oxy)ethanol
757195-26-9

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

A

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

(S)-1-phenyl-ethylamine

B

(R)-1-phenyl-1,2-ethanediol
16355-00-3

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

Conditions
ConditionsYield
With hexacarbonyl molybdenum In water; acetonitrile at 85℃; for 1h;A 80%
B n/a
(E)-1-phenyl-N-(1-phenylethylidene)methanamine
14428-98-9, 98325-59-8, 98359-08-1

(E)-1-phenyl-N-(1-phenylethylidene)methanamine

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With (1R,2S)-norephedrine; diborane Inert atmosphere;80%
(αS,1'S)-N-(1-Phenylethyl)-2-fluoro-α-methylphenylmethylamine
130562-16-2

(αS,1'S)-N-(1-Phenylethyl)-2-fluoro-α-methylphenylmethylamine

A

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

(S)-1-phenyl-ethylamine

B

(S)-1-(2-fluorophenyl)ethylamine
68285-25-6

(S)-1-(2-fluorophenyl)ethylamine

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol for 0.5h; Heating; Yields of byproduct given;A n/a
B 79%
(S)-N-hydroxy-α-methyl-benzenemethanamine ethanedioate
78798-33-1

(S)-N-hydroxy-α-methyl-benzenemethanamine ethanedioate

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; zinc In water at 80℃; for 6h;78%
(S)-3-methyl-2-((S)-1-phenylethylamino)butan-1-ol
1010385-10-0

(S)-3-methyl-2-((S)-1-phenylethylamino)butan-1-ol

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
Stage #1: (S)-3-methyl-2-((S)-1-phenylethylamino)butan-1-ol With periodic acid; methylamine In methanol; water at 20℃; for 3h;
Stage #2: With hydrogenchloride In methanol for 0.5h; Further stages.;
76%
(S)-isopropylidene glycerol 3-carboxy-2-naphthoate (S)-1-phenylethylamine salt

(S)-isopropylidene glycerol 3-carboxy-2-naphthoate (S)-1-phenylethylamine salt

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

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With sulfuric acid In ethyl acetate74.4%
carbon disulfide
75-15-0

carbon disulfide

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

(S)-1-phenyl-ethylamine

N,N'-bis<(S)-(1-phenylethyl)>thiourea
31172-77-7

N,N'-bis<(S)-(1-phenylethyl)>thiourea

Conditions
ConditionsYield
In ethanol Inert atmosphere; Reflux;100%
at 47℃;97%
In ethanol for 20h; Heating;79%
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

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

(S)-1-phenyl-ethylamine

ethyl <(S)-1-phenylethyl>iminoethanoate
37662-06-9

ethyl <(S)-1-phenylethyl>iminoethanoate

Conditions
ConditionsYield
In toluene for 0.333333h; Heating;100%
In toluene at 110℃; under 760.051 Torr;100%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

(S)-N-formyl-1-phenylethylamine
19145-06-3

(S)-N-formyl-1-phenylethylamine

Conditions
ConditionsYield
In toluene for 15h; Heating;100%
With Novozyme 435 CALB In tetrahydrofuran at 20℃; Green chemistry; Enzymatic reaction;95%
formaldehyd
50-00-0

formaldehyd

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

(S)-1-phenyl-ethylamine

(S,S,S)-1,3,5-tris(α-methylbenzyl)-1,3,5-hexahydrotriazine
131968-96-2

(S,S,S)-1,3,5-tris(α-methylbenzyl)-1,3,5-hexahydrotriazine

Conditions
ConditionsYield
In dichloromethane for 0.5h; Ambient temperature;100%
In water at 0℃; for 0.5h;100%
In methanol at 25℃; for 1h;96%
Phenylselenyl chloride
5707-04-0

Phenylselenyl chloride

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

(S)-1-phenyl-ethylamine

N-<(S)-1-Phenylethyl>benzeneselenamide
101685-17-0

N-<(S)-1-Phenylethyl>benzeneselenamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 2h;100%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

6-chloro-3,4-dihydro-1H-naphthalen-2-one
17556-18-2

6-chloro-3,4-dihydro-1H-naphthalen-2-one

(6-Chloro-3,4-dihydro-naphthalen-2-yl)-((S)-1-phenyl-ethyl)-amine
148835-23-8

(6-Chloro-3,4-dihydro-naphthalen-2-yl)-((S)-1-phenyl-ethyl)-amine

Conditions
ConditionsYield
In toluene at 110℃;100%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

3-Ethyl-1-isopropyl-piperidine-2,4-dione
136463-80-4

3-Ethyl-1-isopropyl-piperidine-2,4-dione

3-Ethyl-1-isopropyl-4-((R)-1-phenyl-ethylamino)-5,6-dihydro-1H-pyridin-2-one
136463-81-5

3-Ethyl-1-isopropyl-4-((R)-1-phenyl-ethylamino)-5,6-dihydro-1H-pyridin-2-one

Conditions
ConditionsYield
In toluene for 24h; Heating;100%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
In toluene for 1h; Ambient temperature;100%
In toluene for 2h; Reflux; Molecular sieve; Dean-Stark;98%
With molecular sieve; potassium carbonate94%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-((1S)-1-phenylethyl)acetamide
36293-01-3

2-chloro-N-((1S)-1-phenylethyl)acetamide

Conditions
ConditionsYield
In dichloromethane100%
With potassium carbonate In dichloromethane Heating;97%
Stage #1: (S)-1-phenyl-ethylamine With potassium carbonate In tetrahydrofuran at 20℃;
Stage #2: chloroacetyl chloride In tetrahydrofuran at 20℃; for 4h; Friedel-Crafts Alkylation;
96%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

(S,E)-N,N-dimethyl-4-((1-phenylethylimino)methyl)aniline

(S,E)-N,N-dimethyl-4-((1-phenylethylimino)methyl)aniline

Conditions
ConditionsYield
With 4 A molecular sieve In dichloromethane at 20℃; for 70h;100%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

acetone
67-64-1

acetone

(S)-N-isopropyl-1-phenylethylamine
19302-32-0

(S)-N-isopropyl-1-phenylethylamine

Conditions
ConditionsYield
With platinum(IV) oxide; hydrogen In methanol for 11h;100%
Stage #1: (S)-1-phenyl-ethylamine; acetone With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 25℃;
Stage #2: With sodium hydrogencarbonate In 1,2-dichloro-ethane
80%
Stage #1: (S)-1-phenyl-ethylamine; acetone
Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 2h;
65%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

4-Chlorobutanoyl chloride
4635-59-0

4-Chlorobutanoyl chloride

(S)-N-(1-phenylethyl)-4-chlorobutyrylamide
450370-35-1

(S)-N-(1-phenylethyl)-4-chlorobutyrylamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 0.5h;100%
With triethylamine In dichloromethane
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

butyl glyoxalate
6295-06-3

butyl glyoxalate

n-butyl N-((1S)-phenylethyl)-α-iminoacetate
100018-34-6

n-butyl N-((1S)-phenylethyl)-α-iminoacetate

Conditions
ConditionsYield
With magnesium sulfate In diethyl ether for 10h; Ambient temperature;100%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

N-(2-cyclohexylethylidene)-(S)-α-methylbenzylamine
129397-36-0

N-(2-cyclohexylethylidene)-(S)-α-methylbenzylamine

Conditions
ConditionsYield
With magnesium sulfate In toluene100%

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