(S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-toluene-4-sulfinyl)-hexanoic acid tert-butyl ester

Base Information

Chemical Name:(S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-toluene-4-sulfinyl)-hexanoic acid tert-butyl ester
CAS No.:136580-84-2
Molecular Formula:C₂₃H₄₀O₄SSi
Molecular Weight:440.72
Hs Code.:

Synonyms:(S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-toluene-4-sulfinyl)-hexanoic acid tert-butyl ester

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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)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-toluene-4-sulfinyl)-hexanoic acid tert-butyl ester

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Technology Process of (S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-toluene-4-sulfinyl)-hexanoic acid tert-butyl ester

There total 4 articles about (S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-toluene-4-sulfinyl)-hexanoic acid tert-butyl ester 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: 93.0%

: 97218-66-1
<5(S),S(R)> t-butyl-5-hydroxy-6-p-tolylsulfinyl hexanoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 136580-84-2
(S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-toluene-4-sulfinyl)-hexanoic acid tert-butyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 20h; Ambient temperature;
DOI:10.1016/S0957-4166(00)82171-0

Reference yield:

: 1519-39-7
(R)-methyl p-tolyl sulfoxide

: 136580-84-2
(S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-toluene-4-sulfinyl)-hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, hexane, -40 deg C, 30 min, 2.) THF, hexane, from -40 deg C to RT, 2 h

2: DIBAL / tetrahydrofuran; toluene / 1 h / -78 °C

3: 93 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

With 1H-imidazole; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0957-4166(00)82171-0

Reference yield:

: 59378-98-2
5-tert-butyl methyl glutarate

: 136580-84-2
(S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-toluene-4-sulfinyl)-hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, hexane, -40 deg C, 30 min, 2.) THF, hexane, from -40 deg C to RT, 2 h

2: DIBAL / tetrahydrofuran; toluene / 1 h / -78 °C

3: 93 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

With 1H-imidazole; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0957-4166(00)82171-0