(4R)-4-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}octanenitrile

Base Information

Chemical Name:(4R)-4-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}octanenitrile
CAS No.:1608457-68-6
Molecular Formula:C₄₁H₇₃NO₂Si₂
Molecular Weight:668.207
Hs Code.:

Synonyms:(4R)-4-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}octanenitrile

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Chemical Property of (4R)-4-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}octanenitrile

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Technology Process of (4R)-4-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}octanenitrile

There total 4 articles about (4R)-4-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}octanenitrile 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: 93.0%

: potassium cyanide

: 1608457-67-5
(3R)-3-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}heptyl-4-methyl benzenesulfonate

: 1608457-68-6
(4R)-4-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}octanenitrile

Guidance literature:: In dimethyl sulfoxide; at 70 ℃; for 1h;
DOI:10.1021/jm500392t

Reference yield:

: 1237750-59-2
ethyl (2E)-4-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]pent-2-enoate

: 1608457-68-6
(4R)-4-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}octanenitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(I) bromide dimethylsulfide complex / hexane; tetrahydrofuran / 0.25 h / -30 °C

1.2: 1.5 h / -30 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1.5 h / 0 °C

3.1: pyridine / 15 h / 0 °C

4.1: dimethyl sulfoxide / 1 h / 70 °C

With pyridine; copper(I) bromide dimethylsulfide complex; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm500392t

Reference yield:

: 1237750-56-9
ethyl (3S)-3-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}heptanoate

: 1608457-68-6
(4R)-4-{1-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]ethyl}octanenitrile

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1.5 h / 0 °C

2: pyridine / 15 h / 0 °C

3: dimethyl sulfoxide / 1 h / 70 °C

With pyridine; diisobutylaluminium hydride; In tetrahydrofuran; dimethyl sulfoxide; toluene;
DOI:10.1021/jm500392t