1-Benzyloxycarbonylamino-3-oxo-cyclopentanecarboxylic acid methyl ester

Base Information

• Chemical Name: 1-Benzyloxycarbonylamino-3-oxo-cyclopentanecarboxylic acid methyl ester
• CAS No.: 1260893-79-5
• Molecular Formula: C₁₅H₁₇NO₅
• Molecular Weight: 291.304
• Mol file: 1260893-79-5.mol

Synonyms:

Chemical Property of 1-Benzyloxycarbonylamino-3-oxo-cyclopentanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

1-Benzyloxycarbonylamino-3-oxo-cyclopentanecarboxylicacidmethylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1-Benzyloxycarbonylamino-3-oxo-cyclopentanecarboxylic acid methyl ester

There total 8 articles about 1-Benzyloxycarbonylamino-3-oxo-cyclopentanecarboxylic acid 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: 95.0%

methyl (1S,3S)-1-(benzyloxycarbonyl)amino-3-hydroxycyclopentanecarboxylate → methyl (S)-1-(benzyloxycarbonyl)amino-3-oxocyclopentanecarboxylate (1260893-79-5)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 84h; Inert atmosphere;

DOI:10.1002/bip.22769

Reference yield: 85.0%

methyl (1R,3S)-1-(benzyloxycarbonyl)amino-3-hydroxycyclopentanecarboxylate → methyl (R)-1-(benzyloxycarbonyl)amino-3-oxocyclopentanecarboxylate (1260893-79-5)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 84h; Inert atmosphere;

DOI:10.1002/bip.22769

Reference yield:

C10H16O6 → methyl (S)-1-(benzyloxycarbonyl)amino-3-oxocyclopentanecarboxylate (1260893-79-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diphenyl phosphoryl azide; triethylamine / toluene / 1 h / Reflux

1.2: 6 h / Reflux

2.1: zirconium(IV) chloride / methanol / 3 h / Inert atmosphere; Reflux

3.1: dipyridinium dichromate / dichloromethane / 84 h / 20 °C / Inert atmosphere

With dipyridinium dichromate; diphenyl phosphoryl azide; zirconium(IV) chloride; triethylamine; In methanol; dichloromethane; toluene; 1.1: |Curtius Rearrangement / 1.2: |Curtius Rearrangement;

DOI:10.1002/bip.22769

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