N-(benzyloxycarbonyl)-cis-4-hydroxy-trans-4-phenyl-L-proline

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-cis-4-hydroxy-trans-4-phenyl-L-proline
• CAS No.: 78464-03-6
• Molecular Formula: C₁₉H₁₉NO₅
• Molecular Weight: 341.364
• Mol file: 78464-03-6.mol

Synonyms:N-(benzyloxycarbonyl)-cis-4-hydroxy-trans-4-phenyl-L-proline

Chemical Property of N-(benzyloxycarbonyl)-cis-4-hydroxy-trans-4-phenyl-L-proline

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of N-(benzyloxycarbonyl)-cis-4-hydroxy-trans-4-phenyl-L-proline

There total 1 articles about N-(benzyloxycarbonyl)-cis-4-hydroxy-trans-4-phenyl-L-proline 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:

phenylmagnesium bromide + 1-benzyloxycarbonyl-4-keto-L-proline (64187-47-9) → N-(benzyloxycarbonyl)-cis-4-hydroxy-trans-4-phenyl-L-proline (78464-03-6)

Guidance literature:

In tetrahydrofuran; for 18h; Yield given; Ambient temperature;

DOI:10.1021/jm00401a014

Reference yield: 91.0%

N-(benzyloxycarbonyl)-cis-4-hydroxy-trans-4-phenyl-L-proline (78464-03-6) → N-(benzyloxycarbonyl)-3,4-dehydro-4-phenyl-L-proline (82087-66-9)

Guidance literature:

In dichloromethane; trifluoroacetic acid; for 18h;

DOI:10.1021/jm00401a014

Reference yield: 74.0%

N-(benzyloxycarbonyl)-cis-4-hydroxy-trans-4-phenyl-L-proline (78464-03-6) → (1R,4S)-3-Oxo-1-phenyl-2-oxa-5-aza-bicyclo[2.2.1]heptane-5-carboxylic acid benzyl ester (113949-45-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1021/jm00401a014

upstream raw materials:

1-benzyloxycarbonyl-4-keto-L-proline

Downstream raw materials:

N-(benzyloxycarbonyl)-3,4-dehydro-4-phenyl-L-proline

(1R,4S)-3-Oxo-1-phenyl-2-oxa-5-aza-bicyclo[2.2.1]heptane-5-carboxylic acid benzyl ester

cis-4-phenyl-L-proline

trans-4-phenyl-L-proline