N-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acrylamide

Base Information

Chemical Name:N-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acrylamide
CAS No.:1270942-41-0
Molecular Formula:C₄₀H₄₃NO₆
Molecular Weight:633.785
Hs Code.:

Synonyms:N-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acrylamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acrylamide

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Technology Process of N-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acrylamide

There total 2 articles about N-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acrylamide 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:

: 1270942-42-1
C₃₇H₄₁NO₅

: 814-68-6,25189-84-8
acryloyl chloride

: 1270942-43-2
N-((2R,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acrylamide

: 1270942-41-0
N-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acrylamide

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h; optical yield given as %de;
DOI:10.1039/c0ob00555j

Reference yield:

: (2S,3R,4S,5R,6R)-2-allyl-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran

: 1270942-41-0
N-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acrylamide

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium chloride; zinc / methanol / 2 h / 20 °C

2: triethylamine / dichloromethane / 0.5 h / 0 °C

With ammonium chloride; triethylamine; zinc; In methanol; dichloromethane;
DOI:10.1039/c0ob00555j

Reference yield: 91.0%

: 1270942-41-0
N-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acrylamide

: 1270942-44-3
(2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-1-oxa-7-azaspiro[5.5]undec-9-en-8-one

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 24h; Reflux;
DOI:10.1039/c0ob00555j