(5S)-5-((1R,3R,7E,17β)-1,3-bis[tert-butyl(dimethyl)silyloxy]-9,10-secoestra-5,7-dien-17-yl)hexanal

Base Information

Chemical Name:(5S)-5-((1R,3R,7E,17β)-1,3-bis[tert-butyl(dimethyl)silyloxy]-9,10-secoestra-5,7-dien-17-yl)hexanal
CAS No.:957214-13-0
Molecular Formula:C₃₆H₆₆O₃Si₂
Molecular Weight:603.089
Hs Code.:

Synonyms:(5S)-5-((1R,3R,7E,17β)-1,3-bis[tert-butyl(dimethyl)silyloxy]-9,10-secoestra-5,7-dien-17-yl)hexanal

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Chemical Property of (5S)-5-((1R,3R,7E,17β)-1,3-bis[tert-butyl(dimethyl)silyloxy]-9,10-secoestra-5,7-dien-17-yl)hexanal

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Technology Process of (5S)-5-((1R,3R,7E,17β)-1,3-bis[tert-butyl(dimethyl)silyloxy]-9,10-secoestra-5,7-dien-17-yl)hexanal

There total 5 articles about (5S)-5-((1R,3R,7E,17β)-1,3-bis[tert-butyl(dimethyl)silyloxy]-9,10-secoestra-5,7-dien-17-yl)hexanal 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%

: 161885-91-2
(R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate

: 957214-13-0
(5S)-5-((1R,3R,7E,17β)-1,3-bis[tert-butyl(dimethyl)silyloxy]-9,10-secoestra-5,7-dien-17-yl)hexanal

Guidance literature:: (R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 - 20 ℃; Inert atmosphere;

With water; sodium hydroxide; In dichloromethane; toluene;
DOI:10.1016/j.bmc.2010.03.078

Reference yield: 78.0%

$(1R,3R,7E,17β)-1,3-bis{[tert_butyl(dimethyl)silyl]oxy}-17-[4(1,3-dioxolan-2-yl)-1-methylbutyl]-9,10-secogona-5,7-diene$: 957214-11-8
(1R,3R,7E,17β)-1,3-bis{[tert_butyl(dimethyl)silyl]oxy}-17-[4(1,3-dioxolan-2-yl)-1-methylbutyl]-9,10-secogona-5,7-diene

: 957214-13-0
(5S)-5-((1R,3R,7E,17β)-1,3-bis[tert-butyl(dimethyl)silyloxy]-9,10-secoestra-5,7-dien-17-yl)hexanal

Guidance literature:: (1R,3R,7E,17β)-1,3-bis{[tert_butyl(dimethyl)silyl]oxy}-17-[4(1,3-dioxolan-2-yl)-1-methylbutyl]-9,10-secogona-5,7-diene; With pyridinium p-toluenesulfonate; In water; acetone;

With 2,4,6-trimethyl-pyridine; t-butyldimethylsiyl triflate; In tetrahydrofuran; at -78 - 20 ℃; for 0.333333h;

Reference yield:

: 1188931-89-6
(R)-ethyl-5-((1R,3aR,7aR)-7a-methyl-4-oxo-octahydro-1H-inden-1-yl)hexanoate

: 957214-13-0
(5S)-5-((1R,3R,7E,17β)-1,3-bis[tert-butyl(dimethyl)silyloxy]-9,10-secoestra-5,7-dien-17-yl)hexanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere; Cooling with ice

1.2: 3.08 h / -78 - 20 °C / Inert atmosphere

1.3: Saturated solution

2.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 - 20 °C / Inert atmosphere

With sodium hexamethyldisilazane; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene;