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7274-88-6 Usage

Description

D-lysine hydrochloride is the hydrochloride salt form of D-lysine. D-lysine is a kind of D-form amino acid (not the natural amino acid in organisms, which is in L-form). It is often supplied to animal feed. D-Lysine is used as a component of polymers (poly-D-lysine), surfactants and biofilms to confer a positive (cationic) charge. The poly-D-lysine can be used to facilitate the attachment of proteins and cells to solid surface through enhancing the electrostatic interaction between negatively-charged ion of the cell membrane and the positively-charged ions of the culture surface. In histochemical field, it is used to coat slides to promote cell attachment.

Chemical Properties

white crystalline powder

Uses

D-Lysine is used as a component of a wide array of polymers (poly-D-lysine), surfactants and biofilms to confer a positive (cationic) charge.

Definition

ChEBI: The hydrochloride salt of D-lysine.

References

https://pubchem.ncbi.nlm.nih.gov/compound/D-Lysine#section=Top http://www.alamanda-polymers.com/content/poly-l-lysine-and-poly-d-lysine http://www.sigmaaldrich.com/catalog/product/sigma/l8021?lang=zh®ion=CN

Check Digit Verification of cas no

The CAS Registry Mumber 7274-88-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,2,7 and 4 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 7274-88:
(6*7)+(5*2)+(4*7)+(3*4)+(2*8)+(1*8)=116
116 % 10 = 6
So 7274-88-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+1/t5-/m1/s1

7274-88-6 Well-known Company Product Price

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  • TCI America

  • (L0128)  D-(-)-Lysine Monohydrochloride  >98.0%(T)

  • 7274-88-6

  • 5g

  • 650.00CNY

  • Detail
  • TCI America

  • (L0128)  D-(-)-Lysine Monohydrochloride  >98.0%(T)

  • 7274-88-6

  • 25g

  • 1,850.00CNY

  • Detail
  • Alfa Aesar

  • (L07710)  D-Lysine monohydrochloride, 98%   

  • 7274-88-6

  • 1g

  • 276.0CNY

  • Detail
  • Alfa Aesar

  • (L07710)  D-Lysine monohydrochloride, 98%   

  • 7274-88-6

  • 5g

  • 970.0CNY

  • Detail
  • Sigma

  • (L5876)  D-Lysinemonohydrochloride  ≥98% (TLC)

  • 7274-88-6

  • L5876-5G

  • 1,678.95CNY

  • Detail
  • Sigma

  • (L5876)  D-Lysinemonohydrochloride  ≥98% (TLC)

  • 7274-88-6

  • L5876-25G

  • 4,888.26CNY

  • Detail
  • Vetec

  • (V900469)  D-Lysinemonohydrochloride  Vetec reagent grade, ≥98%

  • 7274-88-6

  • V900469-25G

  • 383.76CNY

  • Detail

7274-88-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name D-lysine hydrochloride

1.2 Other means of identification

Product number -
Other names D-Lysine monohydroch

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:7274-88-6 SDS

7274-88-6Synthetic route

D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

D-lysine methyl ester bis-hydrochloride

D-lysine methyl ester bis-hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol at 20℃; for 15h; Reflux;95%
4-phenylazobenzoyl chloride
104-24-5

4-phenylazobenzoyl chloride

D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

bis-D-lysine

bis-D-lysine

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane64%
2,5-dioxopyrrolidin-1-yl 6-(((tert-butyldimethylsilyl)oxy)methyl)nicotinate
1277191-84-0

2,5-dioxopyrrolidin-1-yl 6-(((tert-butyldimethylsilyl)oxy)methyl)nicotinate

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-(6-(((tert-butyldimethylsilyl)oxy)methyl)nicotinamido)hexanoic acid
1277191-85-1

(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-(6-(((tert-butyldimethylsilyl)oxy)methyl)nicotinamido)hexanoic acid

Conditions
ConditionsYield
Stage #1: D-lysine hydrochloride With copper(ll) sulfate pentahydrate; sodium hydrogencarbonate In water for 2h; Reflux;
Stage #2: 2,5-dioxopyrrolidin-1-yl 6-(((tert-butyldimethylsilyl)oxy)methyl)nicotinate In N,N-dimethyl-formamide at 0 - 20℃; for 16h;
Stage #3: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide Further stages;
62%
palmitic acid N-succinimide ester
14464-31-4

palmitic acid N-succinimide ester

D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

Pam-DLys(Pam)-OH
870789-29-0

Pam-DLys(Pam)-OH

Conditions
ConditionsYield
Stage #1: palmitic acid N-succinimide ester; D-lysine hydrochloride With sodium carbonate In 1,4-dioxane at 20℃; for 48h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water
61%
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

acryloyl chloride
814-68-6

acryloyl chloride

(R)-6-acrylamido-2-aminohexanoic acid

(R)-6-acrylamido-2-aminohexanoic acid

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; sodium carbonate; sodium hydroxide In water at 0 - 20℃; for 4h; Inert atmosphere;45.3%
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(R)-3-amino-azepan-2-one
28957-33-7

(R)-3-amino-azepan-2-one

Conditions
ConditionsYield
With hexamethyldisilazan In toluene for 168h; Heating / reflux;15%
Stage #1: D-lysine hydrochloride With thionyl chloride In methanol at -60 - 20℃; for 12h;
Stage #2: With sodium methylate In methanol for 4h; Reflux;
Multi-step reaction with 2 steps
1: hydrogenchloride / 3 h / Reflux
2: sodium methylate / methanol / 4 h / Reflux
View Scheme
tert-butyl fluoroformate
18595-34-1

tert-butyl fluoroformate

D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

Nε-(tert-butoxycarbonyl)-D-lysine
31202-69-4

Nε-(tert-butoxycarbonyl)-D-lysine

Conditions
ConditionsYield
(i) CuCO3*Cu(OH)2, (ii) aq. NaOH, NaHCO3, dioxane; Multistep reaction;
2,2-dimethylpropanoic anhydride
1538-75-6

2,2-dimethylpropanoic anhydride

2-methyl-1-nitroisourea
57538-27-9

2-methyl-1-nitroisourea

D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

Nα-tert-butoxycarbonyl-NG-nitro-D-homoarginine
132718-70-8

Nα-tert-butoxycarbonyl-NG-nitro-D-homoarginine

Conditions
ConditionsYield
Yield given. Multistep reaction;
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

benzyl chloroformate
501-53-1

benzyl chloroformate

(R)-2-amino-6-(((benzyloxy)carbonyl)amino)hexanoic acid
34404-32-5, 1155-64-2, 32302-83-3

(R)-2-amino-6-(((benzyloxy)carbonyl)amino)hexanoic acid

Conditions
ConditionsYield
With copper (II) carbonate hydroxide; sodium hydroxide 1.) H2O, reflux, 2.5 h, 2.) RT, overnight; Yield given. Multistep reaction;
acetic anhydride
108-24-7

acetic anhydride

D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

Nε-acetyl-lysine
51621-57-9

Nε-acetyl-lysine

Conditions
ConditionsYield
With TEA 1.) H2O, reflux, 30 min, 2.) H2O, MeOH, a) 0 deg C, 1.5 h, b) RT, 1 h; Yield given. Multistep reaction;
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

benzaldehyde
100-52-7

benzaldehyde

Nε-benzylidene-D-lysine

Nε-benzylidene-D-lysine

Conditions
ConditionsYield
With lithium hydroxide at 0℃;
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

Nα-carbobenzoxy-D-lysine
70671-54-4

Nα-carbobenzoxy-D-lysine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(R)-3-Benzyloxycarbonylamino-7-hydroxy-heptanoic acid methyl ester

(R)-3-Benzyloxycarbonylamino-7-hydroxy-heptanoic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
5.1: PhCO2Ag; Et3N / -25 - 20 °C
6.1: K2CO3 / methanol / 6 h / 0 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

Acetic acid (R)-5-benzyloxycarbonylamino-7-diazo-6-oxo-heptyl ester

Acetic acid (R)-5-benzyloxycarbonylamino-7-diazo-6-oxo-heptyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(R)-6-Acetoxy-2-benzyloxycarbonylamino-hexanoic acid

(R)-6-Acetoxy-2-benzyloxycarbonylamino-hexanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(R)-7-Acetoxy-3-benzyloxycarbonylamino-heptanoic acid methyl ester

(R)-7-Acetoxy-3-benzyloxycarbonylamino-heptanoic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
5.1: PhCO2Ag; Et3N / -25 - 20 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(S)-2-[((2R,3R)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester

(S)-2-[((2R,3R)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
5.1: PhCO2Ag; Et3N / -25 - 20 °C
6.1: K2CO3 / methanol / 6 h / 0 °C
7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C
8.1: LDA; LiCl / tetrahydrofuran / -78 °C
9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C
10.1: iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C
11.1: TFA / CH2Cl2 / 0 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(R)-3-Benzyloxycarbonylamino-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

(R)-3-Benzyloxycarbonylamino-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
5.1: PhCO2Ag; Et3N / -25 - 20 °C
6.1: K2CO3 / methanol / 6 h / 0 °C
7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(2R,3R)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester
790302-28-2

(2R,3R)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
5.1: PhCO2Ag; Et3N / -25 - 20 °C
6.1: K2CO3 / methanol / 6 h / 0 °C
7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C
8.1: LDA; LiCl / tetrahydrofuran / -78 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(2R,3R)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid

(2R,3R)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
5.1: PhCO2Ag; Et3N / -25 - 20 °C
6.1: K2CO3 / methanol / 6 h / 0 °C
7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C
8.1: LDA; LiCl / tetrahydrofuran / -78 °C
9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(S)-2-{[(2R,3R)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-methyl-7-oxo-heptanoyl]-methyl-amino}-3-methyl-butyric acid methyl ester

(S)-2-{[(2R,3R)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-methyl-7-oxo-heptanoyl]-methyl-amino}-3-methyl-butyric acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
5.1: PhCO2Ag; Et3N / -25 - 20 °C
6.1: K2CO3 / methanol / 6 h / 0 °C
7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C
8.1: LDA; LiCl / tetrahydrofuran / -78 °C
9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C
10.1: iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C
11.1: TFA / CH2Cl2 / 0 °C
12.1: aq. HCl; H2 / Pd/C / methanol / 20 °C
13.1: HOBt; EDCI; N-methylmorpholine / CH2Cl2 / 0 - 20 °C
14.1: DMSO; oxalyl chloride; iPr2NEt / CH2Cl2 / -78 - -55 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(S)-2-[((2R,3R)-3-Amino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester; hydrochloride

(S)-2-[((2R,3R)-3-Amino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
5.1: PhCO2Ag; Et3N / -25 - 20 °C
6.1: K2CO3 / methanol / 6 h / 0 °C
7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C
8.1: LDA; LiCl / tetrahydrofuran / -78 °C
9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C
10.1: iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C
11.1: TFA / CH2Cl2 / 0 °C
12.1: aq. HCl; H2 / Pd/C / methanol / 20 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(S)-2-{[(2R,3R)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-7-hydroxy-2-methyl-heptanoyl]-methyl-amino}-3-methyl-butyric acid methyl ester
790302-31-7

(S)-2-{[(2R,3R)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-7-hydroxy-2-methyl-heptanoyl]-methyl-amino}-3-methyl-butyric acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
5.1: PhCO2Ag; Et3N / -25 - 20 °C
6.1: K2CO3 / methanol / 6 h / 0 °C
7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C
8.1: LDA; LiCl / tetrahydrofuran / -78 °C
9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C
10.1: iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C
11.1: TFA / CH2Cl2 / 0 °C
12.1: aq. HCl; H2 / Pd/C / methanol / 20 °C
13.1: HOBt; EDCI; N-methylmorpholine / CH2Cl2 / 0 - 20 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(S)-2-{[(2R,3R)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoyl]-methyl-amino}-3-methyl-butyric acid methyl ester
790302-29-3

(S)-2-{[(2R,3R)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoyl]-methyl-amino}-3-methyl-butyric acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: aq. LiOH / 0 °C
2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C
2.2: HCl / ethanol / 0.17 h / 50 °C
3.1: NaNO2; AcOH / 6 h / 40 °C
4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C
5.1: PhCO2Ag; Et3N / -25 - 20 °C
6.1: K2CO3 / methanol / 6 h / 0 °C
7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C
8.1: LDA; LiCl / tetrahydrofuran / -78 °C
9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C
10.1: iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(R)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid
55878-47-2

(R)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) basic copper carbonate, 2.) NaOH / 1.) H2O, reflux, 2.5 h, 2.) RT, overnight
2: 91 percent / aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

Boc-D-Lys-OH
106719-44-2

Boc-D-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) basic copper carbonate, 2.) NaOH / 1.) H2O, reflux, 2.5 h, 2.) RT, overnight
2: 91 percent / aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature
3: H2 / 5percent Pd/C / methanol; H2O / 24 h / 2585.7 Torr
View Scheme
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

Nα-tert-butyloxycarbonyl-Nε-nicotinoyl-D-lysine
122546-52-5

Nα-tert-butyloxycarbonyl-Nε-nicotinoyl-D-lysine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) basic copper carbonate, 2.) NaOH / 1.) H2O, reflux, 2.5 h, 2.) RT, overnight
2: 91 percent / aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature
3: H2 / 5percent Pd/C / methanol; H2O / 24 h / 2585.7 Torr
4: dimethylformamide / 120 h / Ambient temperature
View Scheme
(9H-fluoren-9-yl)methyl azidoformate
28920-44-7

(9H-fluoren-9-yl)methyl azidoformate

D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

N,N'-bis-(9-fluorenylmethyloxycarbonyl)-D-lysine
75932-02-4

N,N'-bis-(9-fluorenylmethyloxycarbonyl)-D-lysine

Conditions
ConditionsYield
In hexane; water; sodium carbonate; acetone
benzyl bromide
100-39-0

benzyl bromide

D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

(R)-benzyl 2,6-bis(dibenzylamino)hexanoate

(R)-benzyl 2,6-bis(dibenzylamino)hexanoate

Conditions
ConditionsYield
Stage #1: benzyl bromide; D-lysine hydrochloride With potassium carbonate In ethanol at 60℃; for 96h;
Stage #2: In ethanol
D-lysine hydrochloride
7274-88-6

D-lysine hydrochloride

C26H30F6N2O5

C26H30F6N2O5

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid / water / 20 - 30 °C
1.2: 120 °C / 36228.6 Torr / Autoclave; Sealed tube
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane-d2 / 2 h / 20 °C
View Scheme

7274-88-6Relevant articles and documents

Chiral Receptors for Lysine Based on Covalently Linked Bis- and Tris-binaphthylphosphoric Acids

Octa-Smolin, Frescilia,Thiele, Maike,Yadav, Rohan,Platzek, André,Clever, Guido H.,Niemeyer, Jochen

supporting information, p. 6153 - 6156 (2018/10/05)

The synthesis and application of three chiral receptors based on the covalent linkage of 1,1′-binaphthylphosphoric acids is reported. The binding of the lysine enantiomers to the chiral receptors was investigated by DOSY-NMR and NMR titrations, revealing that the bisphosphoric acid 1d acts as a highly stereoselective receptor for binding of d-lysine.

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