(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-isobutyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-isobutyl-tetrahydro-pyran-3-ol
CAS No.:909533-41-1
Molecular Formula:C₃₁H₃₈O₅
Molecular Weight:490.64
Hs Code.:

Synonyms:(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-isobutyl-tetrahydro-pyran-3-ol

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Chemical Property of (2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-isobutyl-tetrahydro-pyran-3-ol

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Technology Process of (2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-isobutyl-tetrahydro-pyran-3-ol

There total 4 articles about (2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-isobutyl-tetrahydro-pyran-3-ol 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:

: 945930-10-9
(2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-isobutyl-dihydro-pyran-3-one

: 909533-41-1
(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-isobutyl-tetrahydro-pyran-3-ol

Guidance literature:: With sodium tetrahydroborate; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2006.05.079

Reference yield:

: 909533-22-8
2,6-anhydro-1,3,4-tri-O-benzyl-7,8,9-trideoxy-8-methyl-D-glycero-D-gulo-nonitol

: 909533-41-1
(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-isobutyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: acetic anhydride; dimethylsulfoxide / 20 °C

2: NaBH₄ / methanol; CH₂Cl₂ / 0 °C

With sodium tetrahydroborate; acetic anhydride; dimethyl sulfoxide; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2007.04.060

Reference yield:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 909533-41-1
(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-isobutyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: dimethyldioxirane / CH₂Cl₂ / 0 °C

2: diethyl ether / -78 °C

3: acetic anhydride; dimethylsulfoxide / 20 °C

4: NaBH₄ / methanol; CH₂Cl₂ / 0 °C

With sodium tetrahydroborate; 3,3-dimethyldioxirane; acetic anhydride; dimethyl sulfoxide; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/j.bmcl.2007.04.060