(S)-4-(tert-butyldiphenylsilyloxy)-2-((tert-butyldiphenylsilyloxy)methyl)butyl acetate

Base Information

Chemical Name:(S)-4-(tert-butyldiphenylsilyloxy)-2-((tert-butyldiphenylsilyloxy)methyl)butyl acetate
CAS No.:1417795-77-7
Molecular Formula:C₃₉H₅₀O₄Si₂
Molecular Weight:638.995
Hs Code.:

Synonyms:(S)-4-(tert-butyldiphenylsilyloxy)-2-((tert-butyldiphenylsilyloxy)methyl)butyl acetate

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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 (S)-4-(tert-butyldiphenylsilyloxy)-2-((tert-butyldiphenylsilyloxy)methyl)butyl acetate

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Technology Process of (S)-4-(tert-butyldiphenylsilyloxy)-2-((tert-butyldiphenylsilyloxy)methyl)butyl acetate

There total 6 articles about (S)-4-(tert-butyldiphenylsilyloxy)-2-((tert-butyldiphenylsilyloxy)methyl)butyl acetate 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: 89.0%

: 1417795-76-6
(R)-4-(tert-butyldiphenylsilyloxy)-2-(hydroxymethyl)butyl acetate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1417795-77-7
(S)-4-(tert-butyldiphenylsilyloxy)-2-((tert-butyldiphenylsilyloxy)methyl)butyl acetate

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1016/j.tet.2012.11.051

Reference yield:

: 138499-16-8
2-[(tert-butyldiphenylsilyl)oxy]ethanol

: 1417795-77-7
(S)-4-(tert-butyldiphenylsilyloxy)-2-((tert-butyldiphenylsilyloxy)methyl)butyl acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 2 h / -20 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

2.2: 12 h / Reflux

3.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C

4.1: lipase AK from Pseudomonas fluorescens / di-isopropyl ether / 20 °C / Molecular sieve; Inert atmosphere; Enzymatic reaction

5.1: 1H-imidazole; dmap / dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; lipase AK from Pseudomonas fluorescens; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; di-isopropyl ether; mineral oil;
DOI:10.1016/j.tet.2012.11.051

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1417795-77-7
(S)-4-(tert-butyldiphenylsilyloxy)-2-((tert-butyldiphenylsilyloxy)methyl)butyl acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole; dmap / tetrahydrofuran / 24 h / 0 - 20 °C

2.1: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 2 h / -20 - 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

3.2: 12 h / Reflux

4.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C

5.1: lipase AK from Pseudomonas fluorescens / di-isopropyl ether / 20 °C / Molecular sieve; Inert atmosphere; Enzymatic reaction

6.1: 1H-imidazole; dmap / dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; lipase AK from Pseudomonas fluorescens; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; di-isopropyl ether; mineral oil;
DOI:10.1016/j.tet.2012.11.051