2-Trimethylsilanyl-ethanesulfonic acid ((R)-2-benzyloxy-1-hydroxymethyl-1-methyl-ethyl)-amide

Base Information

• Chemical Name: 2-Trimethylsilanyl-ethanesulfonic acid ((R)-2-benzyloxy-1-hydroxymethyl-1-methyl-ethyl)-amide
• CAS No.: 168553-72-8
• Molecular Formula: C₁₆H₂₉NO₄SSi
• Molecular Weight: 359.562
• Mol file: 168553-72-8.mol

Synonyms:2-Trimethylsilanyl-ethanesulfonic acid ((R)-2-benzyloxy-1-hydroxymethyl-1-methyl-ethyl)-amide

Chemical Property of 2-Trimethylsilanyl-ethanesulfonic acid ((R)-2-benzyloxy-1-hydroxymethyl-1-methyl-ethyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Trimethylsilanyl-ethanesulfonic acid ((R)-2-benzyloxy-1-hydroxymethyl-1-methyl-ethyl)-amide

There total 3 articles about 2-Trimethylsilanyl-ethanesulfonic acid ((R)-2-benzyloxy-1-hydroxymethyl-1-methyl-ethyl)-amide 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: 87.0%

2-Trimethylsilanyl-ethanesulfonic acid ((S)-1-benzyloxymethyl-1-methyl-2-trityloxy-ethyl)-amide (168553-63-7) → 2-Trimethylsilanyl-ethanesulfonic acid ((R)-2-benzyloxy-1-hydroxymethyl-1-methyl-ethyl)-amide (168553-72-8)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 15h; Ambient temperature;

DOI:10.1016/0040-4039(95)00621-I

Reference yield:

2-trimethylsilanyl-ethanesulfonyl chloride (106018-85-3) → 2-Trimethylsilanyl-ethanesulfonic acid ((R)-2-benzyloxy-1-hydroxymethyl-1-methyl-ethyl)-amide (168553-72-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NEt₃

2: NaH / dioxane

3: TsOH / methanol

With sodium hydride; toluene-4-sulfonic acid; triethylamine; In 1,4-dioxane; methanol;

DOI:10.1055/s-1997-681

Reference yield:

(S)-2-methyl-1-(2-trimethylsilanyl-ethanesulfonyl)-2trityloxymethyl-aziridine (168553-71-7) → 2-Trimethylsilanyl-ethanesulfonic acid ((R)-2-benzyloxy-1-hydroxymethyl-1-methyl-ethyl)-amide (168553-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dioxane

2: TsOH / methanol

With sodium hydride; toluene-4-sulfonic acid; In 1,4-dioxane; methanol;

DOI:10.1055/s-1997-681

upstream raw materials:

2-Trimethylsilanyl-ethanesulfonic acid ((S)-1-benzyloxymethyl-1-methyl-2-trityloxy-ethyl)-amide

2-trimethylsilanyl-ethanesulfonyl chloride

(S)-2-methyl-1-(2-trimethylsilanyl-ethanesulfonyl)-2trityloxymethyl-aziridine

Downstream raw materials:

(S)-3-Benzyloxy-2-methyl-2-(2-trimethylsilanyl-ethanesulfonylamino)-propionic acid

2-((S)-1-Amino-2-benzyloxy-1-methyl-ethyl)-5-methyl-oxazole-4-carboxylic acid methylamide

(2R,3S)-2-[(S)-3-Benzyloxy-2-methyl-2-(2-trimethylsilanyl-ethanesulfonylamino)-propionylamino]-3-hydroxy-butyric acid methyl ester

2-[(S)-1-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-2-benzyloxy-1-methyl-ethyl]-5-methyl-oxazole-4-carboxylic acid methylamide