(2S)-(2-bromo-benzylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester

Base Information

• Chemical Name: (2S)-(2-bromo-benzylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester
• CAS No.: 716369-07-2
• Molecular Formula: C₁₇H₂₆BrNO₄Si
• Molecular Weight: 416.387
• Mol file: 716369-07-2.mol

Synonyms:(2S)-(2-bromo-benzylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester

Chemical Property of (2S)-(2-bromo-benzylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-(2-bromo-benzylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester

There total 2 articles about (2S)-(2-bromo-benzylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl 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: 70.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester (716369-03-8) → (2S)-(2-bromo-benzylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester (716369-07-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1039/b316502g

Reference yield:

2-bromobenzoic acid chloride (7154-66-7) → (2S)-(2-bromo-benzylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester (716369-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 70 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

With dmap; triethylamine; In dichloromethane;

DOI:10.1039/b316502g

Reference yield: 62.0%

(2S)-(2-bromo-benzylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester (716369-07-2) → 2-bromo-N-[1-(tert-butyl-dimethyl-silanyloxymethyl)-(2R)-hydroxy-ethyl]-benzamide (716369-11-8)

Guidance literature:

With lithium aluminium tetrahydride; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1039/b316502g

upstream raw materials:

tert-butyldimethylsilyl chloride

(2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester

2-bromobenzoic acid chloride

Downstream raw materials:

2-bromo-N-[1-(tert-butyl-dimethyl-silanyloxymethyl)-(2R)-hydroxy-ethyl]-benzamide

(R)-1-phenylprop-2-en-1-ol

(1S)-1-phenylprop-2-en-1-ol

2-(2-bromo-phenyl)-(4R)-(tert-butyl-dimethyl-silanyloxymethyl)-4,5-dihydro-oxazole