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

Base Information

• Chemical Name: (4S)-5-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]-4-ethylhexanal
• CAS No.: 1237750-80-9
• Molecular Formula: C₃₉H₇₀O₃Si₂
• Molecular Weight: 643.154

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

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

Chemical Property:

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

There total 1 articles about (4S)-5-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]-4-ethylhexanal 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: 77.0%

(4S)-5-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]-4-ethylhexanenitrile (1237750-78-5) → (4S)-5-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]-4-ethylhexanal (1237750-80-9)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm100649d

Reference yield: 98.0%

(4S)-5-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]-4-ethylhexanal (1237750-80-9) → (4S)-5-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]-4-ethylhexan-1-ol (1237750-82-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jm100649d

Reference yield: 68.0%

methanol (67-56-1) + (4S)-5-[(1R,3R,7E,17β)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylidene-9,10-secoestra-5,7-dien-17-yl]-4-ethylhexanal (1237750-80-9) → methyl (4S)-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}octanoate (1237750-83-2)

Guidance literature:

With iodine; potassium hydroxide; at 0 ℃; for 1h;

DOI:10.1021/jm100649d

upstream raw materials:

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

Downstream raw materials:

methyl (4S)-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}octanoate

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

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