(4S,6Z)-4-t-butyldimethylsilyloxy-8-t-butyldiphenylsilyloxy-oct-6-enal

Base Information

Chemical Name:(4S,6Z)-4-t-butyldimethylsilyloxy-8-t-butyldiphenylsilyloxy-oct-6-enal
CAS No.:1358918-43-0
Molecular Formula:C₃₀H₄₆O₃Si₂
Molecular Weight:510.864
Hs Code.:

Synonyms:(4S,6Z)-4-t-butyldimethylsilyloxy-8-t-butyldiphenylsilyloxy-oct-6-enal

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,6Z)-4-t-butyldimethylsilyloxy-8-t-butyldiphenylsilyloxy-oct-6-enal

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Technology Process of (4S,6Z)-4-t-butyldimethylsilyloxy-8-t-butyldiphenylsilyloxy-oct-6-enal

There total 10 articles about (4S,6Z)-4-t-butyldimethylsilyloxy-8-t-butyldiphenylsilyloxy-oct-6-enal 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%

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

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

Guidance literature:: (2Z,5S)-5-t-butyldimethylsilyloxy-1-(t-butyldiphenylsilyloxy)oct-2-en-8-ol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1.33333h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/ol203088g

Reference yield:

: 1358918-33-8
C₁₂H₁₆O₅S

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

Guidance literature:: Multi-step reaction with 5 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

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:

: 1358918-41-8
(5S)-8-benzyloxy-5-t-butyldimethylsilyloxy-1-(t-butyldiphenylsilyloxy)oct-2-yn

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; hydrogen / methanol / 1 h

2.1: 4,4'-di-tert-butylbiphenyl; lithium / tetrahydrofuran / 0.58 h / -78 °C / Inert atmosphere

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

3.2: 1.5 h / -78 - 20 °C / Inert atmosphere

With pyridine; oxalyl dichloride; 4,4'-di-tert-butylbiphenyl; hydrogen; lithium; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol203088g