(S,E)-4-benzyl-3-(2-(tert-butyldimethylsilyloxy)ethylideneamino)oxazolidin-2-one

Base Information

• Chemical Name: (S,E)-4-benzyl-3-(2-(tert-butyldimethylsilyloxy)ethylideneamino)oxazolidin-2-one
• CAS No.: 956006-09-0
• Molecular Formula: C₁₈H₂₈N₂O₃Si
• Molecular Weight: 348.517

Synonyms:(S,E)-4-benzyl-3-(2-(tert-butyldimethylsilyloxy)ethylideneamino)oxazolidin-2-one

Chemical Property of (S,E)-4-benzyl-3-(2-(tert-butyldimethylsilyloxy)ethylideneamino)oxazolidin-2-one

Chemical Property:

Purity/Quality:

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Technology Process of (S,E)-4-benzyl-3-(2-(tert-butyldimethylsilyloxy)ethylideneamino)oxazolidin-2-one

There total 3 articles about (S,E)-4-benzyl-3-(2-(tert-butyldimethylsilyloxy)ethylideneamino)oxazolidin-2-one 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: 92.0%

C12H14N2O3 + tert-butyldimethylsilyl chloride (18162-48-6) → (S,E)-4-benzyl-3-(2-(tert-butyldimethylsilyloxy)ethylideneamino)oxazolidin-2-one (956006-09-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ol7017938

Reference yield: 92.0%

C12H14N2O3 (1020266-76-5) + tert-butyldimethylsilyl chloride (18162-48-6) → (S,E)-4-benzyl-3-(2-(tert-butyldimethylsilyloxy)ethylideneamino)oxazolidin-2-one (956006-09-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jo2026349

Reference yield:

(S)-3-amino-4-benzyl-1,3-oxazolan-2-one (299216-13-0) → (S,E)-4-benzyl-3-(2-(tert-butyldimethylsilyloxy)ethylideneamino)oxazolidin-2-one (956006-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / TsOH*H₂O / CH₂Cl₂ / 20 °C

2: 92 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

With 1H-imidazole; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1021/ol7017938

upstream raw materials:

tert-butyldimethylsilyl chloride

(S)-3-amino-4-benzyl-1,3-oxazolan-2-one

C₁₂H₁₄N₂O₃

Downstream raw materials:

(S)-3-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-ylamino)-4-benzyloxazolidin-2-one

((1R,2R,4R,5R)-2-((S)-2-((S)-4-benzyl-2-oxozolidin-3-ylamino)-3-(tert-butyldimethylsilyloxy)propyl)-4,5-bis(benzyloxy)cyclohexyl)mehyl 4-methylbenzenesulfonate

N-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-yl)-2,2,2-trifluoroacetamide

1-((3S,4aR,6R,7R,8aR)-6,7-bis(benzyloxy)-3-((tert-butyldimethylsilyloxy)methyl)octahydroisoquinolin-2-(1H)-yl)-2,2,2-trifluoroethanone

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