(3S,4R,5S)-3-acetoxy-5-(tert-butyldiphenylsiloxy)methyl-4-(triethylsiloxy)pyrrolidin-2-thione

Base Information

Chemical Name:(3S,4R,5S)-3-acetoxy-5-(tert-butyldiphenylsiloxy)methyl-4-(triethylsiloxy)pyrrolidin-2-thione
CAS No.:562811-48-7
Molecular Formula:C₂₉H₄₃NO₄SSi₂
Molecular Weight:557.902
Hs Code.:

Synonyms:(3S,4R,5S)-3-acetoxy-5-(tert-butyldiphenylsiloxy)methyl-4-(triethylsiloxy)pyrrolidin-2-thione

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Chemical Property of (3S,4R,5S)-3-acetoxy-5-(tert-butyldiphenylsiloxy)methyl-4-(triethylsiloxy)pyrrolidin-2-thione

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Technology Process of (3S,4R,5S)-3-acetoxy-5-(tert-butyldiphenylsiloxy)methyl-4-(triethylsiloxy)pyrrolidin-2-thione

There total 6 articles about (3S,4R,5S)-3-acetoxy-5-(tert-butyldiphenylsiloxy)methyl-4-(triethylsiloxy)pyrrolidin-2-thione 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: 97.0%

: 562811-75-0
(3S,4R,5S)-3-acetoxy-5-(tert-butyldiphenylsiloxy)methyl-4-(triethylsiloxy)pyrrolidin-2-one

: 562811-48-7
(3S,4R,5S)-3-acetoxy-5-(tert-butyldiphenylsiloxy)methyl-4-(triethylsiloxy)pyrrolidin-2-thione

Guidance literature:: With Lawessons reagent; In toluene; at 60 ℃; for 0.666667h;
DOI:10.1016/S0040-4020(03)00379-X

Reference yield:

: 157831-28-2
(3S,4R,5S)-3,4-dibenzyloxy-5-hydroxymethyl-pyrrolidin-2-one

: 562811-48-7
(3S,4R,5S)-3-acetoxy-5-(tert-butyldiphenylsiloxy)methyl-4-(triethylsiloxy)pyrrolidin-2-thione

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 20 percent Pd(OH)2/C / methanol / 12 h / 20 °C

2: 10.2 g / imidazole / dimethylformamide / 12 h / 20 °C

3: 89 percent / DMAP; pyridine / CH₂Cl₂ / 12 h / -23 - 20 °C

4: 90 percent / imidazole / dimethylformamide / 0.5 h / 20 °C

5: 97 percent / Lawesson's reagent / toluene / 0.67 h / 60 °C

With Lawessons reagent; pyridine; 1H-imidazole; dmap; hydrogen; palladium dihydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(03)00379-X

Reference yield:

: 994-30-9
triethylsilyl chloride

: 562811-48-7
(3S,4R,5S)-3-acetoxy-5-(tert-butyldiphenylsiloxy)methyl-4-(triethylsiloxy)pyrrolidin-2-thione

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / imidazole / dimethylformamide / 0.5 h / 20 °C

2: 97 percent / Lawesson's reagent / toluene / 0.67 h / 60 °C

With Lawessons reagent; 1H-imidazole; In N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(03)00379-X