(S)-3-(benzothiazol-2-yl)sulfanyl-1-tert-butyldiphenylsilyloxy-2-methylpropane

Base Information

• Chemical Name: (S)-3-(benzothiazol-2-yl)sulfanyl-1-tert-butyldiphenylsilyloxy-2-methylpropane
• CAS No.: 222545-56-4
• Molecular Formula: C₂₇H₃₁NO₃S₂Si
• Molecular Weight: 509.766
• Mol file: 222545-56-4.mol

Synonyms:(S)-3-(benzothiazol-2-yl)sulfanyl-1-tert-butyldiphenylsilyloxy-2-methylpropane

Chemical Property of (S)-3-(benzothiazol-2-yl)sulfanyl-1-tert-butyldiphenylsilyloxy-2-methylpropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(benzothiazol-2-yl)sulfanyl-1-tert-butyldiphenylsilyloxy-2-methylpropane

There total 5 articles about (S)-3-(benzothiazol-2-yl)sulfanyl-1-tert-butyldiphenylsilyloxy-2-methylpropane 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%

2-[(S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-propylsulfanyl]-benzothiazole (222545-55-3) → (S)-3-(benzothiazol-2-yl)sulfanyl-1-tert-butyldiphenylsilyloxy-2-methylpropane (222545-56-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 25 ℃;

DOI:10.1055/s-1999-2580

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (S)-3-(benzothiazol-2-yl)sulfanyl-1-tert-butyldiphenylsilyloxy-2-methylpropane (222545-56-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 98 percent / LiBH₄ / tetrahydrofuran / 6 h / 50 °C

3: 82 percent / Ph₃P; diethyl azodicarboxylate / toluene; tetrahydrofuran / 1 h / 20 °C

4: 80 percent / (NH₄)6Mo₇O₂₄*4H₂O; aq. H₂O₂ / ethanol / 4 h / 20 °C

With 1H-imidazole; ammonium heptamolybdate; lithium borohydride; dihydrogen peroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.tetasy.2007.07.010

Reference yield:

(2S)-1-bromo-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropane (143088-61-3) → (S)-3-(benzothiazol-2-yl)sulfanyl-1-tert-butyldiphenylsilyloxy-2-methylpropane (222545-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / NaH / dimethylformamide / 25 °C

2: 93 percent / m-CPBA / CH₂Cl₂ / 25 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1999-2580

upstream raw materials:

2-[(S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-propylsulfanyl]-benzothiazole

(R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionic acid methyl ester

tert-butylchlorodiphenylsilane

Downstream raw materials:

(1R,2R,4aS,8aS)-1-[(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dienyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-ol

tert-Butyl-((3E,5E)-(R)-8-iodo-2,6-dimethyl-octa-3,5-dienyloxy)-diphenyl-silane

(3E,5E)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-octa-3,5-dien-1-ol