(2R,4R,1'S)-2-(1-benzyloxy-4-oxoheptyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R,4R,1'S)-2-(1-benzyloxy-4-oxoheptyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:211861-31-3
Molecular Formula:C₂₈H₃₇NO₅
Molecular Weight:467.605
Hs Code.:

Synonyms:(2R,4R,1'S)-2-(1-benzyloxy-4-oxoheptyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (2R,4R,1'S)-2-(1-benzyloxy-4-oxoheptyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (2R,4R,1'S)-2-(1-benzyloxy-4-oxoheptyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

There total 6 articles about (2R,4R,1'S)-2-(1-benzyloxy-4-oxoheptyl)-4-phenyloxazolidine-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: 70.0%

: 211861-30-2
(2R,4R,1'S)-2-(1'-benzyloxy-4'-hydroxyheptyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

: 211861-31-3
(2R,4R,1'S)-2-(1-benzyloxy-4-oxoheptyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(98)00508-0

Reference yield:

: 164530-42-1
(2R,4R)-2-carboxy-4-phenyl-3-tert-butoxycarbonyloxazolidine

: 211861-31-3
(2R,4R,1'S)-2-(1-benzyloxy-4-oxoheptyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) triethylamine / 1.) THF, -20 deg C, 0.5 h, 2.) THF, DMF, 0 deg C, 2 h

2: 6.3 g / diethyl ether / 0.5 h / 0 °C

3: 2.6 g / CeCl₃(H₂O)7, sodium borohydride / ethanol / 0.5 h / -78 °C

4: 88 percent / sodium hydride / dimethylformamide / 2 h / Ambient temperature

5: 1.) OsO₄, 2.) NaIO₄ / 1.) THF, water, room temperature, 10 min, 2.) room temperature, 0.5 h

6: 77 percent / diethyl ether / 0.5 h / 0 °C

7: 70 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

With 4-methyl-morpholine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; cerium(III) chloride; sodium hydride; triethylamine; pyridinium chlorochromate; isobutyl chloroformate; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00508-0

Reference yield:

: 164530-43-2
Weinreb amide

: 211861-31-3
(2R,4R,1'S)-2-(1-benzyloxy-4-oxoheptyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 6.3 g / diethyl ether / 0.5 h / 0 °C

2: 2.6 g / CeCl₃(H₂O)7, sodium borohydride / ethanol / 0.5 h / -78 °C

3: 88 percent / sodium hydride / dimethylformamide / 2 h / Ambient temperature

4: 1.) OsO₄, 2.) NaIO₄ / 1.) THF, water, room temperature, 10 min, 2.) room temperature, 0.5 h

5: 77 percent / diethyl ether / 0.5 h / 0 °C

6: 70 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; cerium(III) chloride; sodium hydride; pyridinium chlorochromate; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00508-0