(αS,4S)-α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid tert-butyl thioester

Base Information

Chemical Name:(αS,4S)-α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid tert-butyl thioester
CAS No.:368867-73-6
Molecular Formula:C₁₆H₂₁NO₃S
Molecular Weight:307.414
Hs Code.:

Synonyms:(αS,4S)-α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid tert-butyl thioester

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Chemical Property of (αS,4S)-α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid tert-butyl thioester

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Technology Process of (αS,4S)-α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid tert-butyl thioester

There total 5 articles about (αS,4S)-α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid tert-butyl thioester 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: 64.0%

: (2S,3S)-2-benzyl-3-(tert-butyloxycarbonylamino)-4-(methanesulfonyloxy)butanoic acid tert-butyl thioester

: 368867-73-6
(αS,4S)-α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid tert-butyl thioester

Guidance literature:: With pyridine; at 90 ℃; for 3h;
DOI:10.1021/jo010421e

Reference yield:

: 100-39-0
benzyl bromide

: 368867-73-6
(αS,4S)-α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid tert-butyl thioester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 73 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -78 °C

2.1: AlMe₃ / CH₂Cl₂ / 0.33 h / 20 °C

2.2: CH₂Cl₂ / 20 °C

3.1: 1.4 g / Et₃N / CH₂Cl₂ / 0.33 h / 20 °C

4.1: 64 percent / pyridine / 3 h / 90 °C

With pyridine; trimethylaluminum; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1021/jo010421e

Reference yield:

: 104227-71-6
N-[(3S)-tetrahydro-5-oxo-3-furanyl]carbamic acid-1,1-dimethylethyl ester

: 368867-73-6
(αS,4S)-α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid tert-butyl thioester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 73 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -78 °C

2.1: AlMe₃ / CH₂Cl₂ / 0.33 h / 20 °C

2.2: CH₂Cl₂ / 20 °C

3.1: 1.4 g / Et₃N / CH₂Cl₂ / 0.33 h / 20 °C

4.1: 64 percent / pyridine / 3 h / 90 °C

With pyridine; trimethylaluminum; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1021/jo010421e