(2S,4S,5R)-2-ethoxycarbonyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

Base Information

• Chemical Name: (2S,4S,5R)-2-ethoxycarbonyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine
• CAS No.: 156365-82-1
• Molecular Formula: C₁₈H₂₅NO₅
• Molecular Weight: 335.4
• Mol file: 156365-82-1.mol

Synonyms:(2S,4S,5R)-2-ethoxycarbonyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

Chemical Property of (2S,4S,5R)-2-ethoxycarbonyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S,5R)-2-ethoxycarbonyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

There total 2 articles about (2S,4S,5R)-2-ethoxycarbonyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine 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:

glyoxylic acid ethyl ester (924-44-7) + di-tert-butyl dicarbonate (24424-99-5) + (1R,2S)-norephedrine (492-41-1,58550-13-3,757124-50-8) → (2S,4S,5R)-2-ethoxycarbonyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine (156365-82-1)

Guidance literature:

Yield given. Multistep reaction; 1.) toluene, reflux; 2.) AcOEt, 50 deg C, 6 h addition;

DOI:10.1016/S0040-4039(00)76893-6

Reference yield:

glyoxylic acid ethyl ester (924-44-7) + di-tert-butyl dicarbonate (24424-99-5) + (1R,2S)-norephedrine (492-41-1,58550-13-3,757124-50-8) → (2R,4S,5R)-4-Methyl-5-phenyl-oxazolidine-2,3-dicarboxylic acid 3-tert-butyl ester 2-ethyl ester + (2S,4S,5R)-2-ethoxycarbonyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine (156365-82-1)

Guidance literature:

Yield given. Multistep reaction. Title compound not separated from byproducts; 1.) toluene, reflux; 2.) AcOEt, 50 deg C, rapid addition;

DOI:10.1016/S0040-4039(00)76893-6

Reference yield: 90.0%

(2S,4S,5R)-2-ethoxycarbonyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine (156365-82-1) → (2S,4S,5R)-2-carboxy-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine (156365-83-2)

Guidance literature:

With lithium hydroxide;

DOI:10.1016/S0040-4039(00)76893-6

upstream raw materials:

glyoxylic acid ethyl ester

di-tert-butyl dicarbonate

(1R,2S)-norephedrine

Downstream raw materials:

(2S,4S,5R)-2-carboxy-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

(2S,4S,5R)-2-(N-methoxy-N-methyl)-carbamoyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

(2S,4S,5R)-4-methyl-2-(1-oxo)ethyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

(2S,4S,5R)-2-(1R)-(1-hydroxy-1-methyl)pentyl-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine