1-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>-3-diazo-2-propanone

Base Information

• Chemical Name: 1-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>-3-diazo-2-propanone
• CAS No.: 134038-91-8
• Molecular Formula: C₁₄H₁₃N₃O₅
• Molecular Weight: 303.274
• Mol file: 134038-91-8.mol

Synonyms:1-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>-3-diazo-2-propanone

Chemical Property of 1-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>-3-diazo-2-propanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>-3-diazo-2-propanone

There total 4 articles about 1-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>-3-diazo-2-propanone 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: 95.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (4S)-4-(Chloroformyl)methyl-3-[(phenylmethoxy)carbonyl]oxazolidin-5-one (111197-44-5) → 1-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>-3-diazo-2-propanone (134038-91-8)

Guidance literature:

at 0 ℃; for 3h;

Reference yield:

(4S)-3-benzyloxycarbonyl-4-carboxymethyl-1,3-oxazolidin-5-one (23632-66-8) → 1-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>-3-diazo-2-propanone (134038-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / SOCl₂ / CH₂Cl₂ / 16 h / Heating

2: 95 percent / 3 h / 0 °C

With thionyl chloride; In dichloromethane;

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (4S)-3-benzyloxycarbonyl-4-carboxymethyl-1,3-oxazolidin-5-one (23632-66-8) → 1-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>-3-diazo-2-propanone (134038-91-8)

Guidance literature:

With 4-methyl-morpholine; chloroformic acid ethyl ester; In tetrahydrofuran; at -15 ℃;

DOI:10.3998/ark.5550190.0011.b08

upstream raw materials:

diazomethane

(4S)-4-(Chloroformyl)methyl-3-[(phenylmethoxy)carbonyl]oxazolidin-5-one

(4S)-3-benzyloxycarbonyl-4-carboxymethyl-1,3-oxazolidin-5-one

N-Cbz-L-Asp

Downstream raw materials:

1-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>-3-chloro-2-propanone

(S)-2-Benzyloxycarbonylamino-5-hydroxy-4-oxo-pentanoic acid

(S)-3-(4-thiazolyl)-2-tert-butoxycarbonylaminopropanoic acid

4-<(S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinone>methylthiazole