(2S)-(2-bromo-benzoylamino)-3-triisopropylsilanyloxypropionic acid methyl ester

Base Information

• Chemical Name: (2S)-(2-bromo-benzoylamino)-3-triisopropylsilanyloxypropionic acid methyl ester
• CAS No.: 716369-05-0
• Molecular Formula: C₂₀H₃₂BrNO₄Si
• Molecular Weight: 458.468
• Mol file: 716369-05-0.mol

Synonyms:(2S)-(2-bromo-benzoylamino)-3-triisopropylsilanyloxypropionic acid methyl ester

Chemical Property of (2S)-(2-bromo-benzoylamino)-3-triisopropylsilanyloxypropionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-(2-bromo-benzoylamino)-3-triisopropylsilanyloxypropionic acid methyl ester

There total 2 articles about (2S)-(2-bromo-benzoylamino)-3-triisopropylsilanyloxypropionic 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%

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) + (2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester (716369-03-8) → (2S)-(2-bromo-benzoylamino)-3-triisopropylsilanyloxypropionic acid methyl ester (716369-05-0)

Guidance literature:

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

DOI:10.1039/b316502g

Reference yield:

2-bromobenzoic acid chloride (7154-66-7) → (2S)-(2-bromo-benzoylamino)-3-triisopropylsilanyloxypropionic acid methyl ester (716369-05-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 70 percent / Et₃N / CH₂Cl₂ / 2 h / 2 °C

With dmap; triethylamine; In dichloromethane;

DOI:10.1039/b316502g

Reference yield: 71.0%

(2S)-(2-bromo-benzoylamino)-3-triisopropylsilanyloxypropionic acid methyl ester (716369-05-0) → 2-bromo-N-[(2R)-hydroxy-1-(triisopropyl-silanyloxymethyl)-ethyl]-benzamide (716369-09-4)

Guidance literature:

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

DOI:10.1039/b316502g

upstream raw materials:

triisopropylsilyl trifluoromethanesulfonate

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

2-bromobenzoic acid chloride

Downstream raw materials:

2-bromo-N-[(2R)-hydroxy-1-(triisopropyl-silanyloxymethyl)-ethyl]-benzamide

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

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

2-(2-bromo-phenyl)-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-oxazole