(S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-(3-hydroxy-propyl) ester 5-(2-trimethylsilanyl-ethyl) ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-(3-hydroxy-propyl) ester 5-(2-trimethylsilanyl-ethyl) ester
• CAS No.: 203919-90-8
• Molecular Formula: C₂₁H₃₃NO₇Si
• Molecular Weight: 439.581
• Mol file: 203919-90-8.mol

Synonyms:(S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-(3-hydroxy-propyl) ester 5-(2-trimethylsilanyl-ethyl) ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-(3-hydroxy-propyl) ester 5-(2-trimethylsilanyl-ethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-(3-hydroxy-propyl) ester 5-(2-trimethylsilanyl-ethyl) ester

There total 3 articles about (S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-(3-hydroxy-propyl) ester 5-(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:

2-(Trimethylsilyl)ethanol (2916-68-9) → (S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-(3-hydroxy-propyl) ester 5-(2-trimethylsilanyl-ethyl) ester (203919-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / Et₃N, N,N-bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 10 h

2: 1) n-BuLi / 1) THF, room temperature, 10 min, 2) THF, 12 h

With n-butyllithium; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane;

DOI:10.1021/jo972133h

Reference yield:

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid (23632-67-9) → (S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-(3-hydroxy-propyl) ester 5-(2-trimethylsilanyl-ethyl) ester (203919-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / Et₃N, N,N-bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 10 h

2: 1) n-BuLi / 1) THF, room temperature, 10 min, 2) THF, 12 h

With n-butyllithium; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane;

DOI:10.1021/jo972133h

Reference yield:

(S)-5-Oxo-4-[2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-oxazolidine-3-carboxylic acid benzyl ester (203919-89-5) + trimethyleneglycol (504-63-2) → (S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-(3-hydroxy-propyl) ester 5-(2-trimethylsilanyl-ethyl) ester (203919-90-8)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1) THF, room temperature, 10 min, 2) THF, 12 h;

DOI:10.1021/jo972133h

upstream raw materials:

(S)-5-Oxo-4-[2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-oxazolidine-3-carboxylic acid benzyl ester

trimethyleneglycol

2-(Trimethylsilyl)ethanol

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-[3-((R)-2-tert-butoxycarbonylamino-pent-4-enoyloxy)-propyl] ester 5-(2-trimethylsilanyl-ethyl) ester

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-[3-((R)-2-tert-butoxycarbonylamino-pent-4-enoyloxy)-propyl] ester