(R)-4-[(R)-(Benzyl-hydroxy-amino)-thiazol-2-yl-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(R)-4-[(R)-(Benzyl-hydroxy-amino)-thiazol-2-yl-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:158723-46-7
Molecular Formula:C₂₁H₂₉N₃O₄S
Molecular Weight:419.545
Hs Code.:

Synonyms:(R)-4-[(R)-(Benzyl-hydroxy-amino)-thiazol-2-yl-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (R)-4-[(R)-(Benzyl-hydroxy-amino)-thiazol-2-yl-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (R)-4-[(R)-(Benzyl-hydroxy-amino)-thiazol-2-yl-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 4 articles about (R)-4-[(R)-(Benzyl-hydroxy-amino)-thiazol-2-yl-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl 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: 89.0%

: 40610-14-8
2-lithiothiazole

: 158723-45-6,188965-45-9
(Z)-N-[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]benzylamine N-oxide

: 158723-46-7
(R)-4-[(R)-(Benzyl-hydroxy-amino)-thiazol-2-yl-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.166667h;
DOI:10.1039/c39940001731

Reference yield:

: 2766-43-0
N-tert-butyloxycarbonyl-L-serine methyl ester

: 158723-46-7
(R)-4-[(R)-(Benzyl-hydroxy-amino)-thiazol-2-yl-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: TsOH / benzene / Heating

2: DIBAH / toluene / 3 h / -78 °C

3: 72 percent / MgSO₄ / CH₂Cl₂ / 2 h / Ambient temperature

4: 89 percent / diethyl ether; tetrahydrofuran / 0.17 h / -78 °C

With diisobutylaluminium hydride; magnesium sulfate; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; benzene;
DOI:10.1039/c39940001731

Reference yield:

: 95715-86-9,108149-60-6
(S)-2,2-dimethyl-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester

: 158723-46-7
(R)-4-[(R)-(Benzyl-hydroxy-amino)-thiazol-2-yl-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DIBAH / toluene / 3 h / -78 °C

2: 72 percent / MgSO₄ / CH₂Cl₂ / 2 h / Ambient temperature

3: 89 percent / diethyl ether; tetrahydrofuran / 0.17 h / -78 °C

With diisobutylaluminium hydride; magnesium sulfate; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1039/c39940001731