(S)-3-Benzyloxycarbonyl-5-oxooxazolidine-4-<(R)-β-hydroxypropanenitrile>

Base Information

• Chemical Name: (S)-3-Benzyloxycarbonyl-5-oxooxazolidine-4-<(R)-β-hydroxypropanenitrile>
• CAS No.: 110545-09-0
• Molecular Formula: C₁₄H₁₄N₂O₅
• Molecular Weight: 290.276
• Mol file: 110545-09-0.mol

Synonyms:(S)-3-Benzyloxycarbonyl-5-oxooxazolidine-4-<(R)-β-hydroxypropanenitrile>

Chemical Property of (S)-3-Benzyloxycarbonyl-5-oxooxazolidine-4-<(R)-β-hydroxypropanenitrile>

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-Benzyloxycarbonyl-5-oxooxazolidine-4-<(R)-β-hydroxypropanenitrile>

There total 2 articles about (S)-3-Benzyloxycarbonyl-5-oxooxazolidine-4-<(R)-β-hydroxypropanenitrile> 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: 97.0%

(S)-4-((R)-2-Cyano-1-trimethylsilanyloxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid benzyl ester (110545-07-8) → (S)-3-Benzyloxycarbonyl-5-oxooxazolidine-4-<(R)-β-hydroxypropanenitrile> (110545-09-0)

Guidance literature:

With hydrogenchloride; In methanol; at 0 ℃; for 0.333333h;

DOI:10.1055/s-1986-31863

Reference yield:

(S)-3-Benzyloxycarbonyl-5-oxo-4-(1,2-epoxyethyl)-oxazolidine (110545-05-6,110545-06-7) → (S)-3-Benzyloxycarbonyl-5-oxooxazolidine-4-<(R)-β-hydroxypropanenitrile> (110545-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / (C₂H₅)2AlCl / hexane / 120 h / Ambient temperature

2: 97 percent / 5percent aq. HCl / methanol / 0.33 h / 0 °C

With hydrogenchloride; diethylaluminium chloride; In methanol; hexane;

DOI:10.1055/s-1986-31863

Reference yield: 85.0%

(S)-3-Benzyloxycarbonyl-5-oxooxazolidine-4-<(R)-β-hydroxypropanenitrile> (110545-09-0) → (2S,3R)-N-Benzyloxycarbonyl-3-hydroxyglutamine (110657-89-1)

Guidance literature:

With potassium hydroxide; dihydrogen peroxide; In methanol; for 72h; Ambient temperature;

DOI:10.1055/s-1986-31863

upstream raw materials:

(S)-4-((R)-2-Cyano-1-trimethylsilanyloxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid benzyl ester

(S)-3-Benzyloxycarbonyl-5-oxo-4-(1,2-epoxyethyl)-oxazolidine

Downstream raw materials:

(2S,3R)-N-Benzyloxycarbonyl-3-hydroxyglutamine