(2R,4S,6R,8R,10S)-8-(2-allyl)-4-(t-butyldimethylsiloxy)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecane

Base Information

Chemical Name:(2R,4S,6R,8R,10S)-8-(2-allyl)-4-(t-butyldimethylsiloxy)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecane
CAS No.:201355-18-2
Molecular Formula:C₂₈H₄₆O₆Si
Molecular Weight:506.755
Hs Code.:

Synonyms:(2R,4S,6R,8R,10S)-8-(2-allyl)-4-(t-butyldimethylsiloxy)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecane

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Chemical Property of (2R,4S,6R,8R,10S)-8-(2-allyl)-4-(t-butyldimethylsiloxy)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecane

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Technology Process of (2R,4S,6R,8R,10S)-8-(2-allyl)-4-(t-butyldimethylsiloxy)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecane

There total 21 articles about (2R,4S,6R,8R,10S)-8-(2-allyl)-4-(t-butyldimethylsiloxy)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecane 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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 201355-03-5
(2R,4S,6S,8R,10S)-8-allyl-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

: 201355-18-2
(2R,4S,6R,8R,10S)-8-(2-allyl)-4-(t-butyldimethylsiloxy)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1039/b504148a

Reference yield:

: 201355-01-3
(4S,6R)-6-(t-butyldimethylsiloxy)-4-methoxy-8-nonen-2-one

: 201355-18-2
(2R,4S,6R,8R,10S)-8-(2-allyl)-4-(t-butyldimethylsiloxy)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecane

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / diethyl ether / -78 - 0 °C

2.1: diethyl ether / 16.5 h / -78 - -20 °C

2.2: aq. H₂O₂; methanol / diethyl ether / 1 h / 20 °C

3.1: aq. HF / acetonitrile / 0.83 h / 0 °C

3.2: 1.17 g / HCl / diethyl ether; CH₂Cl₂ / 0.5 h / 20 °C

4.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

With 2,6-dimethylpyridine; hydrogen fluoride; triethylamine; In diethyl ether; dichloromethane; acetonitrile;
DOI:10.1039/b504148a

Reference yield:

: 201355-07-9
C₃₆H₆₅BO₃Si

: 201355-18-2
(2R,4S,6R,8R,10S)-8-(2-allyl)-4-(t-butyldimethylsiloxy)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecane

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethyl ether / 16.5 h / -78 - -20 °C

1.2: aq. H₂O₂; methanol / diethyl ether / 1 h / 20 °C

2.1: aq. HF / acetonitrile / 0.83 h / 0 °C

2.2: 1.17 g / HCl / diethyl ether; CH₂Cl₂ / 0.5 h / 20 °C

3.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

With 2,6-dimethylpyridine; hydrogen fluoride; In diethyl ether; dichloromethane; acetonitrile;
DOI:10.1039/b504148a