(E)-(2R,3R)-3-Benzyloxy-5-methoxy-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pent-4-enenitrile

Base Information

Chemical Name:(E)-(2R,3R)-3-Benzyloxy-5-methoxy-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pent-4-enenitrile
CAS No.:845828-99-1
Molecular Formula:C₄₇H₄₉NO₈
Molecular Weight:755.908
Hs Code.:

Synonyms:(E)-(2R,3R)-3-Benzyloxy-5-methoxy-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pent-4-enenitrile

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Chemical Property of (E)-(2R,3R)-3-Benzyloxy-5-methoxy-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pent-4-enenitrile

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Technology Process of (E)-(2R,3R)-3-Benzyloxy-5-methoxy-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pent-4-enenitrile

There total 3 articles about (E)-(2R,3R)-3-Benzyloxy-5-methoxy-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pent-4-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: 60.0%

: 845828-90-2
(E)-(3R,4R)-1,4-Bis-benzyloxy-6-methoxy-3-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hex-5-en-2-one oxime

: 845828-99-1
(E)-(2R,3R)-3-Benzyloxy-5-methoxy-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pent-4-enenitrile

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1002/ejoc.200400498

Reference yield:

: 211925-92-7
(E)-(2R,3R,4R)-1,4-Bis-benzyloxy-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hex-5-en-2-ol

: 845828-99-1
(E)-(2R,3R)-3-Benzyloxy-5-methoxy-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pent-4-enenitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / PDC / acetonitrile / 20 °C

2: 80 percent / NEt₃; NH₂OH*HCl / tetrahydrofuran / 40 °C

3: 60 percent / CH₃SO₂Cl; NEt₃ / CH₂Cl₂ / 0.5 h / 20 °C

With dipyridinium dichromate; hydroxylamine hydrochloride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200400498

Reference yield:

: 845828-80-0
(E)-(3S,4R)-1,4-Bis-benzyloxy-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hex-5-en-2-one

: 845828-99-1
(E)-(2R,3R)-3-Benzyloxy-5-methoxy-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pent-4-enenitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NEt₃; NH₂OH*HCl / tetrahydrofuran / 40 °C

2: 60 percent / CH₃SO₂Cl; NEt₃ / CH₂Cl₂ / 0.5 h / 20 °C

With hydroxylamine hydrochloride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200400498