(E)-4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-but-2-enenitrile

Base Information

Chemical Name:(E)-4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-but-2-enenitrile
CAS No.:389121-77-1
Molecular Formula:C₃₈H₃₉NO₆
Molecular Weight:605.731
Hs Code.:

Synonyms:(E)-4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-but-2-enenitrile

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Chemical Property of (E)-4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-but-2-enenitrile

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Technology Process of (E)-4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-but-2-enenitrile

There total 4 articles about (E)-4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-but-2-enenitrile 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: 83.0%

: 16640-68-9
cyanomethylene triphenylphosphorane

: 389121-76-0
((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-acetaldehyde

: 389121-77-1
(E)-4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-but-2-enenitrile

Guidance literature:: DOI:10.1016/S0040-4039(01)01427-7

Reference yield:

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 389121-77-1
(E)-4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-but-2-enenitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / DMSO / acetic anhydride

2: 81 percent / O₃; Ph₃P

With ozone; dimethyl sulfoxide; triphenylphosphine; In acetic anhydride; 4: Wittig reaction;
DOI:10.1016/S0040-4039(01)01427-7

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 389121-77-1
(E)-4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-but-2-enenitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / O₃; Ph₃P

With ozone; triphenylphosphine; 3: Wittig reaction;
DOI:10.1016/S0040-4039(01)01427-7