(5S,7Z)-9-t-butyldiphenylsilyloxy-5-t-butyldimethylsilyloxy-1,7-nonadien

Base Information

Chemical Name:(5S,7Z)-9-t-butyldiphenylsilyloxy-5-t-butyldimethylsilyloxy-1,7-nonadien
CAS No.:1358918-36-1
Molecular Formula:C₃₁H₄₈O₂Si₂
Molecular Weight:508.892
Hs Code.:

Synonyms:(5S,7Z)-9-t-butyldiphenylsilyloxy-5-t-butyldimethylsilyloxy-1,7-nonadien

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Chemical Property of (5S,7Z)-9-t-butyldiphenylsilyloxy-5-t-butyldimethylsilyloxy-1,7-nonadien

Chemical Property:

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Technology Process of (5S,7Z)-9-t-butyldiphenylsilyloxy-5-t-butyldimethylsilyloxy-1,7-nonadien

There total 11 articles about (5S,7Z)-9-t-butyldiphenylsilyloxy-5-t-butyldimethylsilyloxy-1,7-nonadien 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: 92.0%

: 1358918-43-0
(4S,6Z)-4-t-butyldimethylsilyloxy-8-t-butyldiphenylsilyloxy-oct-6-enal

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1358918-36-1
(5S,7Z)-9-t-butyldiphenylsilyloxy-5-t-butyldimethylsilyloxy-1,7-nonadien

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexanes; at 0 ℃; for 1h; Inert atmosphere;

(4S,6Z)-4-t-butyldimethylsilyloxy-8-t-butyldiphenylsilyloxy-oct-6-enal; In tetrahydrofuran; hexanes; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol203088g

Reference yield:

: 1358918-33-8
C₁₂H₁₆O₅S

: 1358918-36-1
(5S,7Z)-9-t-butyldiphenylsilyloxy-5-t-butyldimethylsilyloxy-1,7-nonadien

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran; hexanes / 0 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

3.1: pyridine; hydrogen / methanol / 1 h

4.1: 4,4'-di-tert-butylbiphenyl; lithium / tetrahydrofuran / 0.58 h / -78 °C / Inert atmosphere

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.33 h / -78 °C / Inert atmosphere

5.2: 1.5 h / -78 - 20 °C / Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran; hexanes / 1 h / 0 °C / Inert atmosphere

6.2: 0 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; n-butyllithium; oxalyl dichloride; 4,4'-di-tert-butylbiphenyl; hydrogen; lithium; dimethyl sulfoxide; In tetrahydrofuran; methanol; hexanes; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol203088g

Reference yield:

: 1358918-42-9
(2Z,5S)-5-t-butyldimethylsilyloxy-1-(t-butyldiphenylsilyloxy)oct-2-en-8-ol

: 1358918-36-1
(5S,7Z)-9-t-butyldiphenylsilyloxy-5-t-butyldimethylsilyloxy-1,7-nonadien

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.33 h / -78 °C / Inert atmosphere

1.2: 1.5 h / -78 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexanes / 1 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; hexanes; dichloromethane;
DOI:10.1021/ol203088g