(2R,4aR,6S,7S,8S,8aR)-8-(4-Hydroxy-butoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Base Information

Chemical Name:(2R,4aR,6S,7S,8S,8aR)-8-(4-Hydroxy-butoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol
CAS No.:299410-94-9
Molecular Formula:C₁₈H₂₆O₇
Molecular Weight:354.4
Hs Code.:

Synonyms:(2R,4aR,6S,7S,8S,8aR)-8-(4-Hydroxy-butoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

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Chemical Property of (2R,4aR,6S,7S,8S,8aR)-8-(4-Hydroxy-butoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

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Technology Process of (2R,4aR,6S,7S,8S,8aR)-8-(4-Hydroxy-butoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

There total 1 articles about (2R,4aR,6S,7S,8S,8aR)-8-(4-Hydroxy-butoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 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: 93.0%

: 110-63-4
Butane-1,4-diol

: 3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2,2880-96-8
methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside

: 299410-94-9
(2R,4aR,6S,7S,8S,8aR)-8-(4-Hydroxy-butoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: With potassium tert-butylate; at 110 ℃; for 14h;
DOI:10.1021/ol006222j

Reference yield: 99.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 299410-94-9
(2R,4aR,6S,7S,8S,8aR)-8-(4-Hydroxy-butoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 299410-96-1
methyl 4,6-O-benzylidene-3-O-[4-{(tert-butyldimethylsilyl)oxy}butyl]-α-D-altropyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1021/ol006222j

Reference yield:

: 299410-94-9
(2R,4aR,6S,7S,8S,8aR)-8-(4-Hydroxy-butoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 299410-98-3
methyl 4-O-benzoyl-6-bromo-3-O-[4-{(tert-butyldimethylsilyl)oxy}butyl]-6-deoxy-α-D-altropyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 3.9 g / Et₃N; DMAP / CH₂Cl₂ / 19 h / 20 °C

2: 75 percent / BaCO₃; NBS / CCl₄ / Heating

With dmap; N-Bromosuccinimide; triethylamine; barium carbonate; In tetrachloromethane; dichloromethane;
DOI:10.1021/jo0491051