(1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane

Base Information

• Chemical Name: (1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane
• CAS No.: 136861-99-9
• Molecular Formula: C₃₅H₃₆O₅
• Molecular Weight: 536.668

Synonyms:(1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane

Chemical Property of (1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane

Chemical Property:

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Technology Process of (1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane

There total 16 articles about (1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<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: 100.0%

1L-(1,4,6/2,3,5)-1-O-acetyl-3,4,5-tri-O-benzyl-6-benzyloxymethyl-2-iodo-1,3,4,5-cyclohexanetetrol → (1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane (136861-99-9)

Guidance literature:

With sodium methylate; In tetrahydrofuran; methanol; at 0 ℃; for 0.333333h;

DOI:10.1246/bcsj.66.3760

Reference yield: 90.0%

cyclophellitol (126661-83-4) + benzyl bromide (100-39-0) → (1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane (136861-99-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 25 ℃; for 0.5h;

DOI:10.7164/antibiotics.46.1919

Reference yield:

benzyl bromide (100-39-0) + ((1R,2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-7-oxabicyclo-[4.1.0]heptan-2-yl)methanol (+)-2,3,4-tri-O-benzylcyclophellitol (157761-58-5) → (1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane (136861-99-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo0261146

upstream raw materials:

cyclophellitol

benzyl bromide

((1R,2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-7-oxabicyclo-[4.1.0]heptan-2-yl)methanol (+)-2,3,4-tri-O-benzylcyclophellitol

2L-(2,3,5/4,6)-2,3:4,5-di-O-cyclohexylidene-6-O-methyl-2,3,4,5,6-pentahydroxycyclohexanone

Downstream raw materials:

(1S,2S,3S,4R,5R,6S)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-7-aza-bicyclo[4.1.0]heptane

cyclophellitol

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