(R)-tert-butyl 4-[(S)-1-benzyloxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:(R)-tert-butyl 4-[(S)-1-benzyloxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1206532-46-8
Molecular Formula:C₂₁H₃₁NO₄
Molecular Weight:361.481
Hs Code.:

Synonyms:(R)-tert-butyl 4-[(S)-1-benzyloxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of (R)-tert-butyl 4-[(S)-1-benzyloxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of (R)-tert-butyl 4-[(S)-1-benzyloxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate

There total 4 articles about (R)-tert-butyl 4-[(S)-1-benzyloxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate 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: 99.0%

: 100-39-0
benzyl bromide

: 140438-71-7
tert-butyl (R)-4-((S)-1-hydroxybut-3-en-1-yl)-2,2-dimethyloxazolidine-3-carboxylate

: 1206532-46-8
(R)-tert-butyl 4-[(S)-1-benzyloxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: tert-butyl (R)-4-((S)-1-hydroxybut-3-en-1-yl)-2,2-dimethyloxazolidine-3-carboxylate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; mineral oil; Reflux;
DOI:10.1016/j.tet.2009.10.102

Reference yield:

: 100-39-0
benzyl bromide

: 220317-60-2
1,1-dimethylethyl (4R)-(1'-hydroxy-3'-butenyl)-2,2-dimethyl-3-oxazolidinecarboxylate

: 1206532-46-8
(R)-tert-butyl 4-[(S)-1-benzyloxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate

: 1206532-34-4
(R)-tert-butyl 4-[(R)-1-benzyloxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; optical yield given as %de;
DOI:10.1016/j.tet.2009.05.054

Reference yield:

: 220317-60-2
1,1-dimethylethyl (4R)-(1'-hydroxy-3'-butenyl)-2,2-dimethyl-3-oxazolidinecarboxylate

: 1206532-46-8
(R)-tert-butyl 4-[(S)-1-benzyloxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 72 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran

3: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran

With 1H-imidazole; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201501109