(S)-3-(benzyloxycarbonyl)-4-(6,6-(ethylenedioxy)-3-oxohexyl)oxazolidin-5-one

Base Information

• Chemical Name: (S)-3-(benzyloxycarbonyl)-4-(6,6-(ethylenedioxy)-3-oxohexyl)oxazolidin-5-one
• CAS No.: 140677-44-7
• Molecular Formula: C₁₉H₂₃NO₇
• Molecular Weight: 377.394
• Mol file: 140677-44-7.mol

Synonyms:(S)-3-(benzyloxycarbonyl)-4-(6,6-(ethylenedioxy)-3-oxohexyl)oxazolidin-5-one

Chemical Property of (S)-3-(benzyloxycarbonyl)-4-(6,6-(ethylenedioxy)-3-oxohexyl)oxazolidin-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(benzyloxycarbonyl)-4-(6,6-(ethylenedioxy)-3-oxohexyl)oxazolidin-5-one

There total 2 articles about (S)-3-(benzyloxycarbonyl)-4-(6,6-(ethylenedioxy)-3-oxohexyl)oxazolidin-5-one 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:

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid (23632-67-9) → (S)-3-(benzyloxycarbonyl)-4-(6,6-(ethylenedioxy)-3-oxohexyl)oxazolidin-5-one (140677-44-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / SOCl₂ / CH₂Cl₂; dimethylformamide / 2 h / Ambient temperature

2: 1) Mg / 1) THF, r.t., 30 min, 2) THF, -65 deg C, 1 h

With thionyl chloride; magnesium; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00039a007

Reference yield:

2-bromo-2-(2-ethyl)dioxolane (18742-02-4) + (S)-4-<2'-(Chloroformyl)ethyl>-5-oxooxazolidin-3-carbonsaeure-benzylester (58456-26-1) → (S)-3-(benzyloxycarbonyl)-4-(6,6-(ethylenedioxy)-3-oxohexyl)oxazolidin-5-one (140677-44-7)

Guidance literature:

With magnesium; Yield given. Multistep reaction; 1) THF, r.t., 30 min, 2) THF, -65 deg C, 1 h;

DOI:10.1021/jo00039a007

Reference yield: 83.0%

(S)-3-(benzyloxycarbonyl)-4-(6,6-(ethylenedioxy)-3-oxohexyl)oxazolidin-5-one (140677-44-7) → (S)-2-((benzyloxycarbonyl)amino)-8,8-(ethylenedioxy)-5-oxooctanoic acid (140696-60-2)

Guidance literature:

With sodium hydroxide; In methanol; Ambient temperature;

DOI:10.1021/jo00039a007

upstream raw materials:

2-bromo-2-(2-ethyl)dioxolane

(S)-4-<2'-(Chloroformyl)ethyl>-5-oxooxazolidin-3-carbonsaeure-benzylester

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

Downstream raw materials:

(S)-ethyl 6-((benzyloxycarbonyl)(hydroxymethyl)amino)-3-((3,3-ethylenedioxy)propyl)-7-oxo-4,5,6,7-tetrahydro-1H-1,2-diazepine-1-acetate

(S)-2-((benzyloxycarbonyl)amino)-8,8-(ethylenedioxy)-5-oxooctanoic acid

(S)-3((benzyloxycarbonyl)amino)-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepin-2-one

(S)-2-((benzyloxycarbonyl)amino)-4-(1-amino-2-pyrrolyl)butanoic acid