Phenyl 3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-1-thio-α-D-threo-pentofuranoside

Base Information

Chemical Name:Phenyl 3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-1-thio-α-D-threo-pentofuranoside
CAS No.:142405-83-2
Molecular Formula:C₂₃H₄₂O₃SSi₂
Molecular Weight:454.822
Hs Code.:

Synonyms:Phenyl 3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-1-thio-α-D-threo-pentofuranoside

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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 Phenyl 3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-1-thio-α-D-threo-pentofuranoside

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Technology Process of Phenyl 3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-1-thio-α-D-threo-pentofuranoside

There total 3 articles about Phenyl 3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-1-thio-α-D-threo-pentofuranoside 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: 84.0%

: 134614-93-0
Phenyl 2-deoxy-1-thio-α-D-threo-pentofuranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 142405-83-2
Phenyl 3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-1-thio-α-D-threo-pentofuranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1021/jo00104a020

Reference yield:

: 132620-67-8
Phenyl 3,5:6,7-di-O-isopropylidene-2-deoxy-1-thio-L-gluco-heptofuranoside

: 142405-83-2
Phenyl 3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-1-thio-α-D-threo-pentofuranoside

Guidance literature:: Multi-step reaction with 2 steps

2: 84 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1021/jo00104a020

Reference yield:

: 1822-73-7
phenylthioethylene

: 142405-83-2
Phenyl 3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-1-thio-α-D-threo-pentofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / -78 °C

3: 84 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

With 1H-imidazole; boron trifluoride diethyl etherate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00104a020