(2S,3R,4R,6S)-6-tert-butyldimethylsilyloxy-2-tert-butyldiphenylsilyloxy-4-hexyl-5-oxo-3-heptanyl 3-methylbutanoate

Base Information

Chemical Name:(2S,3R,4R,6S)-6-tert-butyldimethylsilyloxy-2-tert-butyldiphenylsilyloxy-4-hexyl-5-oxo-3-heptanyl 3-methylbutanoate
CAS No.:1025872-38-1
Molecular Formula:C₄₀H₆₆O₅Si₂
Molecular Weight:683.132
Hs Code.:

Synonyms:(2S,3R,4R,6S)-6-tert-butyldimethylsilyloxy-2-tert-butyldiphenylsilyloxy-4-hexyl-5-oxo-3-heptanyl 3-methylbutanoate

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Chemical Property of (2S,3R,4R,6S)-6-tert-butyldimethylsilyloxy-2-tert-butyldiphenylsilyloxy-4-hexyl-5-oxo-3-heptanyl 3-methylbutanoate

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Technology Process of (2S,3R,4R,6S)-6-tert-butyldimethylsilyloxy-2-tert-butyldiphenylsilyloxy-4-hexyl-5-oxo-3-heptanyl 3-methylbutanoate

There total 5 articles about (2S,3R,4R,6S)-6-tert-butyldimethylsilyloxy-2-tert-butyldiphenylsilyloxy-4-hexyl-5-oxo-3-heptanyl 3-methylbutanoate 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: 95.0%

: 108-12-3
isopentanoyl chloride

: 245073-33-0
(2S,4R,5R,6S)-2-tert-butyldimethylsilyloxy-6-tert-butyldiphenylsilyloxy-4-hexyl-5-hydroxy-3-heptanone

: 1025872-38-1
(2S,3R,4R,6S)-6-tert-butyldimethylsilyloxy-2-tert-butyldiphenylsilyloxy-4-hexyl-5-oxo-3-heptanyl 3-methylbutanoate

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.1016/S0040-4039(99)00987-9

Reference yield:

: 188659-92-9
(S)-2-(tert-butyldimethylsilyloxy)-N,N-tetramethylenepropanamide

: 1025872-38-1
(2S,3R,4R,6S)-6-tert-butyldimethylsilyloxy-2-tert-butyldiphenylsilyloxy-4-hexyl-5-oxo-3-heptanyl 3-methylbutanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 77 percent / tetrahydrofuran / -78 °C

2.1: TiCl₄; DIPEA / CH₂Cl₂ / -78 °C

2.2: 84 percent / CH₂Cl₂

3.1: 95 percent / pyridine / CH₂Cl₂

With pyridine; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1.1: Alkylation / 2.1: Metallation / 2.2: Addition / 3.1: Acylation;
DOI:10.1016/S0040-4039(99)00987-9

Reference yield:

: 312538-66-2
(S)-2-tert-Butyldimethylsilyloxy-3-decanone

: 1025872-38-1
(2S,3R,4R,6S)-6-tert-butyldimethylsilyloxy-2-tert-butyldiphenylsilyloxy-4-hexyl-5-oxo-3-heptanyl 3-methylbutanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: TiCl₄; DIPEA / CH₂Cl₂ / -78 °C

1.2: 84 percent / CH₂Cl₂

2.1: 95 percent / pyridine / CH₂Cl₂

With pyridine; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.1: Metallation / 1.2: Addition / 2.1: Acylation;
DOI:10.1016/S0040-4039(99)00987-9