(1R,2R,4R,5S)-N-benzyloxycarbonyl-2-benzyloxymethyl-4-hydroxymethyl-6-oxa-3-aza-bicyclo[3.1.0]hexane

Base Information

• Chemical Name: (1R,2R,4R,5S)-N-benzyloxycarbonyl-2-benzyloxymethyl-4-hydroxymethyl-6-oxa-3-aza-bicyclo[3.1.0]hexane
• CAS No.: 914649-43-7
• Molecular Formula: C₂₁H₂₃NO₅
• Molecular Weight: 369.417
• Mol file: 914649-43-7.mol

Synonyms:(1R,2R,4R,5S)-N-benzyloxycarbonyl-2-benzyloxymethyl-4-hydroxymethyl-6-oxa-3-aza-bicyclo[3.1.0]hexane

Chemical Property of (1R,2R,4R,5S)-N-benzyloxycarbonyl-2-benzyloxymethyl-4-hydroxymethyl-6-oxa-3-aza-bicyclo[3.1.0]hexane

Chemical Property:

Purity/Quality:

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MSDS Files:

Useful:

Technology Process of (1R,2R,4R,5S)-N-benzyloxycarbonyl-2-benzyloxymethyl-4-hydroxymethyl-6-oxa-3-aza-bicyclo[3.1.0]hexane

There total 1 articles about (1R,2R,4R,5S)-N-benzyloxycarbonyl-2-benzyloxymethyl-4-hydroxymethyl-6-oxa-3-aza-bicyclo[3.1.0]hexane 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: 76.0%

(2S,5S)-2-benzyloxymethyl-5-hydroxymethyl-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester (660391-00-4) → (1R,2R,4R,5S)-N-benzyloxycarbonyl-2-benzyloxymethyl-4-hydroxymethyl-6-oxa-3-aza-bicyclo[3.1.0]hexane (914649-43-7)

Guidance literature:

With urea-hydrogen peroxide; methyltrioxorhenium(VII); In dichloromethane; at 20 ℃; for 68h;

DOI:10.1002/chem.200600202

Reference yield: 72.0%

(1R,2R,4R,5S)-N-benzyloxycarbonyl-2-benzyloxymethyl-4-hydroxymethyl-6-oxa-3-aza-bicyclo[3.1.0]hexane (914649-43-7) → (2R,3R,4R,5R)-N-benzyloxycarbonyl-2-benzyloxymethyl-3,4-dihydroxy-5-hydroxymethylpyrrolidine (914650-04-7)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; water; at 65 ℃; for 34h;

DOI:10.1002/chem.200600202

upstream raw materials:

(2S,5S)-2-benzyloxymethyl-5-hydroxymethyl-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

Downstream raw materials:

(2R,3R,4R,5R)-N-benzyloxycarbonyl-2-benzyloxymethyl-3,4-dihydroxy-5-hydroxymethylpyrrolidine