(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (S)-3-tert-butyldimethylsilyloxybutyrate

Base Information

Chemical Name:(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (S)-3-tert-butyldimethylsilyloxybutyrate
CAS No.:1335286-53-7
Molecular Formula:C₃₁H₄₈O₄Si₂
Molecular Weight:540.891
Hs Code.:

Synonyms:(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (S)-3-tert-butyldimethylsilyloxybutyrate

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Chemical Property of (1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (S)-3-tert-butyldimethylsilyloxybutyrate

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Technology Process of (1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (S)-3-tert-butyldimethylsilyloxybutyrate

There total 6 articles about (1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (S)-3-tert-butyldimethylsilyloxybutyrate 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:

: 1135051-09-0
(2R,3S)-3-tert-butyldiphenylsilyloxy-4-penten-2-ol

: C₁₇H₂₃Cl₃O₄Si

: 1335286-53-7
(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (S)-3-tert-butyldimethylsilyloxybutyrate

Guidance literature:: With dmap; In toluene; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2011.08.014

Reference yield:

: 1174412-62-4
(3R,4S)-4-tert-butyldimethylsilyloxy-3-tert-butyldiphenylsilyloxy-1-pentene

: 1335286-53-7
(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (S)-3-tert-butyldimethylsilyloxybutyrate

Guidance literature:: Multi-step reaction with 2 steps

1: water; acetic acid / tetrahydrofuran / Inert atmosphere

2: dmap / toluene / 1 h / 20 °C / Inert atmosphere

With dmap; water; acetic acid; In tetrahydrofuran; toluene; 2: Yamaguchi reaction;
DOI:10.1016/j.tet.2011.08.014

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1335286-53-7
(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (S)-3-tert-butyldimethylsilyloxybutyrate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran; methanol / 2.5 h / 20 °C

2.2: pH 3 - 4

3.1: triethylamine / toluene / 0.5 h / 0 °C / Inert atmosphere

4.1: dmap / toluene / 1 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 4.1: Yamaguchi reaction;
DOI:10.1016/j.tet.2011.08.014