(2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:183855-33-6
Molecular Formula:C₅₁H₅₆O₁₁
Molecular Weight:844.999
Hs Code.:

(2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Synonyms:(2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Chemical Property of (2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 1 articles about (2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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: 78.0%

: 100-39-0
benzyl bromide

: 183855-30-3
(2R,3R,4R,5S,6R)-5-((2S,4aR,6S,7R,8R,8aS)-8-Allyloxy-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3,4-diol

: 183855-33-6
(2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; 1.) r.t., 0.5 h, 2.) r.t., 3 h;
DOI:10.1080/07328309608005699

Reference yield: 69.0%

: 183855-33-6
(2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 183855-36-9
Methyl 4-O-(3-O-allyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 2h;
DOI:10.1080/07328309608005699

Reference yield:

: 183855-33-6
(2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 183855-41-6
C₆₂H₇₂O₂₀

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / NaBH₃CN, HCl, MS 3A / tetrahydrofuran; diethyl ether / 2 h / 0 °C

2: 75 percent / MS 4A, TMSOTf / CH₂Cl₂ / 1 h / -45 °C

3: 71 percent / PdCl₂ / methanol / 2 h / Ambient temperature

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; sodium cyanoborohydride; palladium dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1080/07328309608005699