(+)-methyl <5R,(S)R>-5-<(tert-butyldimethylsilyl)oxy>-6-(p-tolylsulfinyl)hexanoate

Base Information

Chemical Name:(+)-methyl <5R,(S)R>-5-<(tert-butyldimethylsilyl)oxy>-6-(p-tolylsulfinyl)hexanoate
CAS No.:133043-04-6
Molecular Formula:C₂₀H₃₄O₄SSi
Molecular Weight:398.639
Hs Code.:

Synonyms:(+)-methyl <5R,(S)R>-5-<(tert-butyldimethylsilyl)oxy>-6-(p-tolylsulfinyl)hexanoate

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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 (+)-methyl <5R,(S)R>-5-<(tert-butyldimethylsilyl)oxy>-6-(p-tolylsulfinyl)hexanoate

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Technology Process of (+)-methyl <5R,(S)R>-5-<(tert-butyldimethylsilyl)oxy>-6-(p-tolylsulfinyl)hexanoate

There total 5 articles about (+)-methyl <5R,(S)R>-5-<(tert-butyldimethylsilyl)oxy>-6-(p-tolylsulfinyl)hexanoate 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: 98.0%

: 133043-03-5
(+)-methyl <5R,(S)R>-5-hydroxy-6-(p-tolylsulfinyl)hexanoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 133043-04-6
(+)-methyl <5R,(S)R>-5-<(tert-butyldimethylsilyl)oxy>-6-(p-tolylsulfinyl)hexanoate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1021/jo00007a015

Reference yield:

: 108-55-4
glutaric anhydride,

: 133043-04-6
(+)-methyl <5R,(S)R>-5-<(tert-butyldimethylsilyl)oxy>-6-(p-tolylsulfinyl)hexanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) lithium diisopropylamide / 1.) THF, -40 deg C, 30 min 2.) THF, -78 to -60 deg C, 1 h

2: diethyl ether; methanol / 0 °C

3: 80 percent / zinc chloride, DIBAL / tetrahydrofuran / 0.5 h / -78 °C

4: 98 percent / imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; diisobutylaluminium hydride; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jo00007a015

Reference yield:

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

: 133043-04-6
(+)-methyl <5R,(S)R>-5-<(tert-butyldimethylsilyl)oxy>-6-(p-tolylsulfinyl)hexanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) lithium diisopropylamide / 1.) THF, -40 deg C, 30 min 2.) THF, -78 to -60 deg C, 1 h

2: diethyl ether; methanol / 0 °C

3: 80 percent / zinc chloride, DIBAL / tetrahydrofuran / 0.5 h / -78 °C

4: 98 percent / imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; diisobutylaluminium hydride; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jo00007a015