(2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one

Base Information

Chemical Name:(2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one
CAS No.:135923-92-1
Molecular Formula:C₂₄H₂₇NO₆
Molecular Weight:425.481
Hs Code.:

Synonyms:(2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one

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Chemical Property of (2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one

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Technology Process of (2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one

There total 3 articles about (2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-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:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 171860-41-6
(S,S)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

: 135923-92-1
(2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one

Guidance literature:: (S,S)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at -78 - 25 ℃; for 11.5h; Inert atmosphere;

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 1142-20-7
N-Cbz-Ala

: 135923-92-1
(2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: boron trifluoride diethyl etherate / diethyl ether / 24 h / -78 - 25 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 11.5 h / -78 - 25 °C / Inert atmosphere

With boron trifluoride diethyl etherate; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether;

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 135923-87-4
(2S,4R)-3-<(Benzyloxy)carbonyl>-4-methyl-2-phenyl-1,3-oxazolidin-5-one

: 135923-92-1
(2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one

Guidance literature:: With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; Yield given. Multistep reaction; 1) THF, -78 deg C, 10 min., 2) a) -78 deg C, 3 h, b) r.t., overnight;
DOI:10.1002/hlca.19910740414