(S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid 2-trimethylsilanyl-ethyl ester

Base Information

• Chemical Name: (S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid 2-trimethylsilanyl-ethyl ester
• CAS No.: 123593-53-3
• Molecular Formula: C₃₃H₅₀Cl₂N₄O₈Si
• Molecular Weight: 729.773

Synonyms:(S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid 2-trimethylsilanyl-ethyl ester

Chemical Property of (S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid 2-trimethylsilanyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid 2-trimethylsilanyl-ethyl ester

There total 4 articles about (S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid 2-trimethylsilanyl-ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

L-β-Cyanoalanine (trimethylsilyl)ethyl ester (123593-71-5) → (S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid 2-trimethylsilanyl-ethyl ester (123593-53-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, hydroxybenzotriazole

2: 1.) SnCl₂, 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, hydroxybenzotriazole / 1.) MeOH

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tin(ll) chloride;

DOI:10.1021/ja00206a021

Reference yield:

(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-azido-3-hydroxy-propionic acid (123593-51-1) → (S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid 2-trimethylsilanyl-ethyl ester (123593-53-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, hydroxybenzotriazole

2: 1.) SnCl₂, 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, hydroxybenzotriazole / 1.) MeOH

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tin(ll) chloride;

DOI:10.1021/ja00206a021

Reference yield:

(R)-3-[(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-bromo-3-hydroxy-propionyl]-4-benzyl-oxazolidin-2-one (123593-50-0) → (S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid 2-trimethylsilanyl-ethyl ester (123593-53-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaN₃, 2.) LiOOH / 1.) DMSO

2: 84 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, hydroxybenzotriazole

3: 1.) SnCl₂, 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, hydroxybenzotriazole / 1.) MeOH

With sodium azide; lithium hydroperoxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tin(ll) chloride;

DOI:10.1021/ja00206a021

upstream raw materials:

N-tert-butoxycarbonyl-N-methyl-D-leucine

L-β-Cyanoalanine (trimethylsilyl)ethyl ester

(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-azido-3-hydroxy-propionic acid

(R)-3-[(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-bromo-3-hydroxy-propionyl]-4-benzyl-oxazolidin-2-one

Downstream raw materials:

(S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid

C₅₈H₅₉Cl₄N₇O₁₅

{(R)-1-[(1R,2R)-1-((S)-2-Cyano-1-{[(R)-(3,5-dibromo-4-hydroxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-ethylcarbamoyl)-2-(3,5-dichloro-4-hydroxy-phenyl)-2-hydroxy-ethylcarbamoyl]-3-methyl-butyl}-methyl-carbamic acid tert-butyl ester

C₆₁H₆₄BrCl₄N₇O₁₅

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