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

Base Information

Chemical Name:(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-12-ethyl-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one
CAS No.:445422-99-1
Molecular Formula:C₃₆H₆₆O₇Si₂
Molecular Weight:667.087
Hs Code.:

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

There total 14 articles about (2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-12-ethyl-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: 78.0%

: 201355-02-4
(R)-4-(p-methoxybenzyloxy)-3-(triethylsiloxy)-butanal

: C₃₈H₆₉BO₃Si

: 445422-99-1
(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-12-ethyl-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

Guidance literature:: (R)-4-(p-methoxybenzyloxy)-3-(triethylsiloxy)-butanal; C₃₈H₆₉BO₃Si; In diethyl ether; at -78 - -20 ℃; for 16h;

With dihydrogen peroxide; In methanol; at 20 ℃; for 1h; pH=7;
DOI:10.1016/S0040-4039(02)00527-0

Reference yield:

: 862475-43-2
(4R,6S,8R)-8-benzyloxy-2-ethyl-6-methoxy-non-1-en-4-ol

: 445422-99-1
(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-12-ethyl-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / imidazole / dimethylformamide / 16 h / 20 °C

2.1: 99 percent / lithium 4,4'-di(tert-butyl)biphenylide / tetrahydrofuran / 1.5 h / -78 °C

3.1: 97 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.67 h / 20 °C

4.1: Et₃N / diethyl ether / 1 h / 0 °C

5.1: diethyl ether / 17.5 h / -78 - -20 °C

5.2: 110.8 mg / aq. H₂O₂; methanol / diethyl ether / 1 h / 20 °C

With pyridine; 1H-imidazole; 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 3.1: Dess-Martin oxidation;
DOI:10.1039/b504148a

Reference yield:

: 445423-00-7
(4S,6R)-6-(t-butyldimethylsiloxy)-8-ethyl-4-methoxy-8-nonen-2-one

: 445422-99-1
(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-12-ethyl-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 / 1 h / 0 °C

2.1: diethyl ether / 17.5 h / -78 - -20 °C

2.2: 110.8 mg / aq. H₂O₂; methanol / diethyl ether / 1 h / 20 °C

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