(2S,3S,4aR,5S,6S,7R,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-ol

Base Information

Chemical Name:(2S,3S,4aR,5S,6S,7R,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-ol
CAS No.:288861-51-8
Molecular Formula:C₃₄H₄₂O₉
Molecular Weight:594.702
Hs Code.:

Synonyms:(2S,3S,4aR,5S,6S,7R,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-ol

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Chemical Property of (2S,3S,4aR,5S,6S,7R,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-ol

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Technology Process of (2S,3S,4aR,5S,6S,7R,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-ol

There total 1 articles about (2S,3S,4aR,5S,6S,7R,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-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: 84.0%

: 824-94-2
p-methoxybenzyl chloride

: 221462-15-3
(2'S,3'S)-1D-3,6-di-O-benzyl-4,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-myo-inositol

: 288861-51-8
(2S,3S,4aR,5S,6S,7R,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-ol

Guidance literature:: (2'S,3'S)-1D-3,6-di-O-benzyl-4,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-myo-inositol; With 4 A molecular sieve; di(n-butyl)tin oxide; In methanol; for 16h; Heating;

p-methoxybenzyl chloride; With cesium fluoride; In N,N-dimethyl-formamide; at 50 ℃; for 5h; Further stages.;
DOI:10.1039/b002312o

Reference yield: 83.0%

: 288861-51-8
(2S,3S,4aR,5S,6S,7R,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-ol

: 590-17-0
cyanomethyl bromide

: 288861-52-9
[(2S,3S,4aR,5S,6S,7S,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-yloxy]-acetonitrile

Guidance literature:: With sodium hydride; In acetonitrile; at -20 - 20 ℃; for 21h;
DOI:10.1039/b002312o

Reference yield:

: 288861-51-8
(2S,3S,4aR,5S,6S,7R,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-ol

: 288861-53-0
N-[2-((1S,2R,3S,4S,5R,6S)-2,5-Bis-benzyloxy-3,4,6-trihydroxy-cyclohexyloxy)-ethyl]-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / NaH / acetonitrile / 21 h / -20 - 20 °C

2: LAH / tetrahydrofuran / 1 h / 20 °C

3: tetrahydrofuran / 20 °C

4: H₂O; TFA / CH₂Cl₂ / 0.5 h / 20 °C

With lithium aluminium tetrahydride; water; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Alkylation / 2: Reduction / 3: Acylation / 4: Hydrolysis;
DOI:10.1039/b002312o