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

Base Information

Chemical Name:[3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-leucine methyl ester
CAS No.:1609029-34-6
Molecular Formula:C₂₃H₃₄N₂O₆
Molecular Weight:434.533
Hs Code.:

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

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

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

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

: 2666-93-5
(S)-Leu-OMe

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

: 1609029-34-6
[3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-leucine 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;

(S)-Leu-OMe; In tetrahydrofuran; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.tetasy.2014.03.012

Reference yield:

: 1609029-33-5
C₁₇H₂₃NO₅

: 1609029-34-6
[3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-leucine 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

Reference yield:

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

: 1609029-34-6
[3-(tert-butoxycarbonyl-(4R,5S)-4-benzyloxazolidine)-5-carboxylic acid]-L-leucine 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