(2R,3R,4S,4aS,9aS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,9,9a-hexahydro-6H-pyrano[3,2-b]oxepin

Base Information

Chemical Name:(2R,3R,4S,4aS,9aS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,9,9a-hexahydro-6H-pyrano[3,2-b]oxepin
CAS No.:252046-22-3
Molecular Formula:C₃₁H₃₄O₅
Molecular Weight:486.608
Hs Code.:

Synonyms:(2R,3R,4S,4aS,9aS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,9,9a-hexahydro-6H-pyrano[3,2-b]oxepin

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Chemical Property of (2R,3R,4S,4aS,9aS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,9,9a-hexahydro-6H-pyrano[3,2-b]oxepin

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Technology Process of (2R,3R,4S,4aS,9aS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,9,9a-hexahydro-6H-pyrano[3,2-b]oxepin

There total 3 articles about (2R,3R,4S,4aS,9aS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,9,9a-hexahydro-6H-pyrano[3,2-b]oxepin 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: 97.0%

: 252202-48-5
3-(2'-O-prop-1-enyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)prop-1-ene

: 252046-22-3
(2R,3R,4S,4aS,9aS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,9,9a-hexahydro-6H-pyrano[3,2-b]oxepin

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/S0040-4020(02)00041-8

Reference yield:

: 161275-25-8
3-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-propene

: 252046-22-3
(2R,3R,4S,4aS,9aS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,9,9a-hexahydro-6H-pyrano[3,2-b]oxepin

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / NaH / tetrahydrofuran / 13 h / 20 °C

2: 97 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 3 h / 20 °C

With Grubbs catalyst first generation; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(02)00041-8

Reference yield:

: 81972-19-2
1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-2-propene

: 252046-22-3
(2R,3R,4S,4aS,9aS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,9,9a-hexahydro-6H-pyrano[3,2-b]oxepin

Guidance literature:: Multi-step reaction with 3 steps

1.1: I₂ / CH₂Cl₂

1.2: 70 percent / Zn; AcOH / diethyl ether; methanol

2.1: 83 percent / NaH / tetrahydrofuran / 13 h / 20 °C

3.1: 97 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 3 h / 20 °C

With Grubbs catalyst first generation; iodine; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(02)00041-8