(R)-tert-butyl-4-((S)-1-(4-methoxybenzylamino)but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:(R)-tert-butyl-4-((S)-1-(4-methoxybenzylamino)but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:745794-12-1
Molecular Formula:C₂₂H₃₄N₂O₄
Molecular Weight:390.523
Hs Code.:

Synonyms:(R)-tert-butyl-4-((S)-1-(4-methoxybenzylamino)but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of (R)-tert-butyl-4-((S)-1-(4-methoxybenzylamino)but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of (R)-tert-butyl-4-((S)-1-(4-methoxybenzylamino)but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 7 articles about (R)-tert-butyl-4-((S)-1-(4-methoxybenzylamino)but-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:

: 745794-10-9
(R)-4-{(S)-1-[Hydroxy-(4-methoxy-benzyl)-amino]-but-3-enyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 745794-12-1
(R)-tert-butyl-4-((S)-1-(4-methoxybenzylamino)but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With copper diacetate; acetic acid; zinc; In water; at 70 ℃; for 2h;
DOI:10.1021/jo0496547

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 745794-12-1
(R)-tert-butyl-4-((S)-1-(4-methoxybenzylamino)but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 8.1 g / MgSO₄ / CH₂Cl₂ / 20 °C

2: 87 percent / ZnBr₂ / tetrahydrofuran; diethyl ether / 4 h / -70 °C

3: Zn; Cu(OAc)2; AcOH / H₂O / 2 h / 70 °C

With copper diacetate; magnesium sulfate; acetic acid; zinc dibromide; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1021/jo0496547

Reference yield:

: 108149-63-9
4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 745794-12-1
(R)-tert-butyl-4-((S)-1-(4-methoxybenzylamino)but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 8.1 g / MgSO₄ / CH₂Cl₂ / 20 °C

3: 87 percent / ZnBr₂ / tetrahydrofuran; diethyl ether / 4 h / -70 °C

4: Zn; Cu(OAc)2; AcOH / H₂O / 2 h / 70 °C

With copper diacetate; oxalyl dichloride; magnesium sulfate; acetic acid; dimethyl sulfoxide; triethylamine; zinc dibromide; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1: Swern oxidation;
DOI:10.1021/jo0496547