(1S,2R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-4-methoxy-3,7-dioxa-bicyclo[4.1.0]heptane

Base Information

• Chemical Name: (1S,2R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-4-methoxy-3,7-dioxa-bicyclo[4.1.0]heptane
• CAS No.: 82742-12-9
• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.419

Synonyms:(1S,2R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-4-methoxy-3,7-dioxa-bicyclo[4.1.0]heptane

Chemical Property of (1S,2R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-4-methoxy-3,7-dioxa-bicyclo[4.1.0]heptane

Chemical Property:

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Technology Process of (1S,2R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-4-methoxy-3,7-dioxa-bicyclo[4.1.0]heptane

There total 1 articles about (1S,2R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-4-methoxy-3,7-dioxa-bicyclo[4.1.0]heptane 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: 62.0%

benzyl bromide (100-39-0) + Methyl 3,4-anhydro-α-D-galactopyranoside (24578-12-9) → (1S,2R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-4-methoxy-3,7-dioxa-bicyclo[4.1.0]heptane (82742-12-9)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; for 72h;

DOI:10.1021/jo00143a018

Reference yield:

(1S,2R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-4-methoxy-3,7-dioxa-bicyclo[4.1.0]heptane (82742-12-9) → methyl 2,6-di-O-benzyl-3-C-cyano-3-deoxy-α-D-galactopyranoside (82742-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene; toluene / 1 h / Heating

2: 550 mg / NaOMe / methanol / 24 h

With sodium methylate; In methanol; toluene; benzene;

DOI:10.1021/jo00143a018

upstream raw materials:

benzyl bromide

Methyl 3,4-anhydro-α-D-galactopyranoside

Downstream raw materials:

methyl 2,6-di-O-benzyl-3-C-cyano-3-deoxy-α-D-galactopyranoside

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