(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

Base Information

Chemical Name:(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one
CAS No.:201355-00-2
Molecular Formula:C₃₄H₆₂O₇Si₂
Molecular Weight:639.033
Hs Code.:

Synonyms:(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

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Chemical Property of (2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

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Technology Process of (2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

There total 19 articles about (2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one 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:

: 4-(p-methoxybenzyloxy)-3-(triethylsiloxy)-butanal

: 201355-07-9
C₃₆H₆₅BO₃Si

: 201355-00-2
(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

Guidance literature:: 4-(p-methoxybenzyloxy)-3-(triethylsiloxy)-butanal; C₃₆H₆₅BO₃Si; In diethyl ether; at -78 - -20 ℃; for 16.5h;

With methanol; dihydrogen peroxide; In diethyl ether; at 20 ℃; for 1h;
DOI:10.1039/b504148a

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 201355-00-2
(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

2.1: 95 percent / lithium 4,4'-di(tert-butyl)biphenylide / tetrahydrofuran / 1 h / -78 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 0 - 20 °C

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

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

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

With 2,6-dimethylpyridine; 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1039/b504148a

Reference yield:

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

: 201355-00-2
(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

Guidance literature:: Multi-step reaction with 2 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

With triethylamine; In diethyl ether;
DOI:10.1039/b504148a