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

Base Information

• Chemical Name: 2-bromo-N-[(2R)-hydroxy-1-(triisopropyl-silanyloxymethyl)-ethyl]-benzamide
• CAS No.: 716369-09-4
• Molecular Formula: C₁₉H₃₂BrNO₃Si
• Molecular Weight: 430.457
• Mol file: 716369-09-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 2-bromo-N-[(2R)-hydroxy-1-(triisopropyl-silanyloxymethyl)-ethyl]-benzamide 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: 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

Reference yield:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → 2-bromo-N-[(2R)-hydroxy-1-(triisopropyl-silanyloxymethyl)-ethyl]-benzamide (716369-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / Et₃N / CH₂Cl₂ / 2 h / 2 °C

2: 71 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b316502g

Reference yield:

2-bromobenzoic acid chloride (7154-66-7) → 2-bromo-N-[(2R)-hydroxy-1-(triisopropyl-silanyloxymethyl)-ethyl]-benzamide (716369-09-4)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 71 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

With dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b316502g

upstream raw materials:

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

triisopropylsilyl trifluoromethanesulfonate

2-bromobenzoic acid chloride

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

Downstream raw materials:

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

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

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

{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-methanol