(5Z,7E)-(1S,3R)-1,3-bis<(t-butyldimethylsilyl)oxy>-9,10-secochola-5,7,10(19)-trien-24-al

Base Information

Chemical Name:(5Z,7E)-(1S,3R)-1,3-bis<(t-butyldimethylsilyl)oxy>-9,10-secochola-5,7,10(19)-trien-24-al
CAS No.:135604-76-1
Molecular Formula:C₃₆H₆₄O₃Si₂
Molecular Weight:601.073
Hs Code.:

Synonyms:(5Z,7E)-(1S,3R)-1,3-bis<(t-butyldimethylsilyl)oxy>-9,10-secochola-5,7,10(19)-trien-24-al

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Chemical Property of (5Z,7E)-(1S,3R)-1,3-bis<(t-butyldimethylsilyl)oxy>-9,10-secochola-5,7,10(19)-trien-24-al

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Technology Process of (5Z,7E)-(1S,3R)-1,3-bis<(t-butyldimethylsilyl)oxy>-9,10-secochola-5,7,10(19)-trien-24-al

There total 6 articles about (5Z,7E)-(1S,3R)-1,3-bis<(t-butyldimethylsilyl)oxy>-9,10-secochola-5,7,10(19)-trien-24-al 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: 63.0%

: 135604-75-0
(5Z,7E)-(1S,3R)-1,3-bis<(t-butyldimethylsilyl)oxy>-9,10-secochola-5,7,10(19)-trien-24-ol

: 135604-76-1
(5Z,7E)-(1S,3R)-1,3-bis<(t-butyldimethylsilyl)oxy>-9,10-secochola-5,7,10(19)-trien-24-al

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃;
DOI:10.1016/0039-128X(91)90052-W

Reference yield:

: 321911-18-6
(5Z,7E)-(1S,3R)-1,3-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9,10-secochola-5,7,10⁽¹⁹⁾-triene-24-nitrile

: 135604-76-1
(5Z,7E)-(1S,3R)-1,3-bis<(t-butyldimethylsilyl)oxy>-9,10-secochola-5,7,10(19)-trien-24-al

Guidance literature:: With ammonium chloride; diisobutylaluminium hydride; In tetrahydrofuran; toluene;

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 135604-76-1
(5Z,7E)-(1S,3R)-1,3-bis<(t-butyldimethylsilyl)oxy>-9,10-secochola-5,7,10(19)-trien-24-al

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / imidazole / dimethylformamide / 0.25 h / 55 °C

2: 67 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

3: 63 percent / oxalyl chloride, DMSO / CH₂Cl₂ / -60 °C

With 1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0039-128X(91)90052-W