[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol

Base Information

Chemical Name:[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol
CAS No.:378742-01-9
Molecular Formula:C₃₄H₅₂O₆Si
Molecular Weight:584.869
Hs Code.:

[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol

Synonyms:[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol

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Chemical Property of [(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol

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Technology Process of [(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol

There total 25 articles about [(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol 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: 92.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 378742-11-1
(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-ol

: 378742-01-9
[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol

Guidance literature:: (2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-ol; With 2,6-dimethylpyridine; t-butyldimethylsiyl triflate; In methanol; dichloromethane; at 0 ℃; for 0.25h;

t-butyldimethylsiyl triflate; With camphor-10-sulfonic acid; In methanol; dichloromethane; at 20 ℃; for 2.75h; Further stages.;
DOI:10.1021/ol0166597

Reference yield:

: (2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran

: 378742-01-9
[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol

Guidance literature:: With camphor-10-sulfonic acid; In methanol; at 20 ℃; for 2.75h;
DOI:10.1021/ja028167a

Reference yield:

: 378742-00-8
(2R,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-4a,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

: 378742-01-9
[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 92 percent / CSA / methanol / 20 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

2.2: 90 percent / CSA / CH₂Cl₂; methanol

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; In methanol; dichloromethane;
DOI:10.1021/ja028726d