[3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-valine methyl ester

Base Information

Chemical Name:[3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-valine methyl ester
CAS No.:1609029-35-7
Molecular Formula:C₂₂H₃₂N₂O₆
Molecular Weight:420.506
Hs Code.:

Synonyms:[3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-valine methyl ester

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Chemical Property of [3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-valine methyl ester

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Technology Process of [3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-valine methyl ester

There total 4 articles about [3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-valine methyl 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:

: 4070-48-8
L-Valine methyl ester

: 1609029-36-8
3-(tert-butoxycarbonyl)-(4R,5S)-4-benzyloxazolidine-5-carboxylic acid

: 1609029-35-7
[3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-valine methyl ester

Guidance literature:: 3-(tert-butoxycarbonyl)-(4R,5S)-4-benzyloxazolidine-5-carboxylic acid; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere;

L-Valine methyl ester; In tetrahydrofuran; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.tetasy.2014.03.012

Reference yield:

: 210561-39-0
(R)-4-Benzyl-5-hydroxy-oxazolidine-3-carboxylic acid tert-butyl ester

: 1609029-35-7
[3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-valine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; ozone / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

3.1: sodium hydroxide; water / tetrahydrofuran / 2 h / 20 °C

4.1: isobutyl chloroformate; 4-methyl-morpholine / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

4.2: 5 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; dmap; water; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; isobutyl chloroformate; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2014.03.012

Reference yield:

: 1609029-33-5
C₁₇H₂₃NO₅

: 1609029-35-7
[3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-valine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide; water / tetrahydrofuran / 2 h / 20 °C

2.1: isobutyl chloroformate; 4-methyl-morpholine / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

2.2: 5 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; water; sodium hydroxide; isobutyl chloroformate; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2014.03.012