(3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-3-(p-methoxybenzyloxy)-4,6-dimethylheptane

Base Information

Chemical Name:(3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-3-(p-methoxybenzyloxy)-4,6-dimethylheptane
CAS No.:888488-15-1
Molecular Formula:C₃₀H₄₈O₄Si
Molecular Weight:500.794
Hs Code.:

Synonyms:(3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-3-(p-methoxybenzyloxy)-4,6-dimethylheptane

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Chemical Property of (3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-3-(p-methoxybenzyloxy)-4,6-dimethylheptane

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Technology Process of (3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-3-(p-methoxybenzyloxy)-4,6-dimethylheptane

There total 7 articles about (3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-3-(p-methoxybenzyloxy)-4,6-dimethylheptane 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%

: 888488-14-0
(3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-4,6-dimethylheptan-3-ol

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 888488-15-1
(3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-3-(p-methoxybenzyloxy)-4,6-dimethylheptane

Guidance literature:: With trifluorormethanesulfonic acid; In diethyl ether; at 0 - 20 ℃;
DOI:10.1021/ol060347s

Reference yield:

: 888488-12-8
(4R,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-4,6-dimethylheptan-3-one

: 888488-15-1
(3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-3-(p-methoxybenzyloxy)-4,6-dimethylheptane

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaBH₄ / ethanol / 5 h / 0 - 20 °C

2: 84 percent / trifluoromethanesulfonic acid / diethyl ether / 0 - 20 °C

With sodium tetrahydroborate; trifluorormethanesulfonic acid; In diethyl ether; ethanol;
DOI:10.1021/ol060347s

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 888488-15-1
(3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-3-(p-methoxybenzyloxy)-4,6-dimethylheptane

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

2: 99 percent / SmI₂ / tetrahydrofuran; methanol / 0 °C

3: 80 percent / NaBH₄ / ethanol / 5 h / 0 - 20 °C

4: 84 percent / trifluoromethanesulfonic acid / diethyl ether / 0 - 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; samarium diiodide; trifluorormethanesulfonic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ol060347s