phenyl 2-O-benzoyl-3,5-di-O-tert-butyldimethylsilyl-α-D-arabinofuranosyl-(1→5)-2,3-di-Obenzyl-1-thio-α-D-arabinofuranoside

Base Information

Chemical Name:phenyl 2-O-benzoyl-3,5-di-O-tert-butyldimethylsilyl-α-D-arabinofuranosyl-(1→5)-2,3-di-Obenzyl-1-thio-α-D-arabinofuranoside
CAS No.:1435740-34-3
Molecular Formula:C₄₉H₆₆O₉SSi₂
Molecular Weight:887.295
Hs Code.:

Synonyms:phenyl 2-O-benzoyl-3,5-di-O-tert-butyldimethylsilyl-α-D-arabinofuranosyl-(1→5)-2,3-di-Obenzyl-1-thio-α-D-arabinofuranoside

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Chemical Property of phenyl 2-O-benzoyl-3,5-di-O-tert-butyldimethylsilyl-α-D-arabinofuranosyl-(1→5)-2,3-di-Obenzyl-1-thio-α-D-arabinofuranoside

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Technology Process of phenyl 2-O-benzoyl-3,5-di-O-tert-butyldimethylsilyl-α-D-arabinofuranosyl-(1→5)-2,3-di-Obenzyl-1-thio-α-D-arabinofuranoside

There total 6 articles about phenyl 2-O-benzoyl-3,5-di-O-tert-butyldimethylsilyl-α-D-arabinofuranosyl-(1→5)-2,3-di-Obenzyl-1-thio-α-D-arabinofuranoside 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: 60.0%

: 1435740-29-6
phenyl 2,3-di-O-benzyl-1-thio-α-D-arabinofuranoside

: 1435738-59-2
phenyl 2-O-benzoyl-3,5-di-O-tert-butyldimethylsilyl-1-thio-α-D-arabinofuranoside

: 1435740-34-3
phenyl 2-O-benzoyl-3,5-di-O-tert-butyldimethylsilyl-α-D-arabinofuranosyl-(1→5)-2,3-di-Obenzyl-1-thio-α-D-arabinofuranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -80 - -60 ℃; for 1h; Molecular sieve;
DOI:10.1021/ol401166x

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1435740-34-3
phenyl 2-O-benzoyl-3,5-di-O-tert-butyldimethylsilyl-α-D-arabinofuranosyl-(1→5)-2,3-di-Obenzyl-1-thio-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 1 h / -80 - -60 °C / Molecular sieve

With 1H-imidazole; N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol401166x

Reference yield:

: 1435740-24-1
phenyl 2,3-di-O-benzyl-5-O-trityl-1-thio-α-D-arabinofuranoside

: 1435740-34-3
phenyl 2-O-benzoyl-3,5-di-O-tert-butyldimethylsilyl-α-D-arabinofuranosyl-(1→5)-2,3-di-Obenzyl-1-thio-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: acetic acid / water / 3 h / 80 °C

2: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 1 h / -80 - -60 °C / Molecular sieve

With N-iodo-succinimide; trifluorormethanesulfonic acid; acetic acid; In dichloromethane; water;
DOI:10.1021/ol401166x