ethyl (2R,3S)-4-tert-butyldimethylsiloxy-3-diphenylvinylsiloxy-2-methylbutanoate

Base Information

Chemical Name:ethyl (2R,3S)-4-tert-butyldimethylsiloxy-3-diphenylvinylsiloxy-2-methylbutanoate
CAS No.:299159-70-9
Molecular Formula:C₂₇H₄₀O₄Si₂
Molecular Weight:484.783
Hs Code.:

Synonyms:ethyl (2R,3S)-4-tert-butyldimethylsiloxy-3-diphenylvinylsiloxy-2-methylbutanoate

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Chemical Property of ethyl (2R,3S)-4-tert-butyldimethylsiloxy-3-diphenylvinylsiloxy-2-methylbutanoate

Chemical Property:

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Technology Process of ethyl (2R,3S)-4-tert-butyldimethylsiloxy-3-diphenylvinylsiloxy-2-methylbutanoate

There total 5 articles about ethyl (2R,3S)-4-tert-butyldimethylsiloxy-3-diphenylvinylsiloxy-2-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:

: 18419-53-9
vinyldiphenylchlorosilane

: 299159-63-0
ethyl (2R,3S)-4-(tert-butyldimethylsilyloxy)-3-hydroxy-2-methylbutanoate

: 299159-70-9
ethyl (2R,3S)-4-tert-butyldimethylsiloxy-3-diphenylvinylsiloxy-2-methylbutanoate

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ja000248o

Reference yield:

: 691-84-9
Diethyl (S)-malate

: 299159-70-9
ethyl (2R,3S)-4-tert-butyldimethylsiloxy-3-diphenylvinylsiloxy-2-methylbutanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: BH₃*SMe₂ / tetrahydrofuran / 0.5 h / 20 °C

1.2: 97 percent / NaBH₄ / tetrahydrofuran / 0.67 h / 20 °C

2.1: 95 percent / imidazole / tetrahydrofuran / 2 h / 0 °C

3.1: LDA / tetrahydrofuran / 0.5 h / -78 - -20 °C

3.2: 80 percent / tetrahydrofuran / 0.25 h / -20 - 25 °C

4.1: imidazole / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; dimethylsulfide borane complex; lithium diisopropyl amide; In tetrahydrofuran; 1.1: Reduction / 1.2: Reduction / 2.1: Substitution / 3.1: Substitution / 3.2: Substitution / 4.1: silylation;
DOI:10.1021/ja000248o

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 299159-70-9
ethyl (2R,3S)-4-tert-butyldimethylsiloxy-3-diphenylvinylsiloxy-2-methylbutanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / imidazole / tetrahydrofuran / 2 h / 0 °C

2.1: LDA / tetrahydrofuran / 0.5 h / -78 - -20 °C

2.2: 80 percent / tetrahydrofuran / 0.25 h / -20 - 25 °C

3.1: imidazole / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; lithium diisopropyl amide; In tetrahydrofuran; 1.1: Substitution / 2.1: Substitution / 2.2: Substitution / 3.1: silylation;
DOI:10.1021/ja000248o