phenyl 2,3,6-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2,5-di-O-benzoyl-1-thio-α-L-arabinofuranoside

Base Information

Chemical Name:phenyl 2,3,6-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2,5-di-O-benzoyl-1-thio-α-L-arabinofuranoside
CAS No.:1359987-98-6
Molecular Formula:C₅₁H₄₂O₁₃S
Molecular Weight:894.953
Hs Code.:

Synonyms:phenyl 2,3,6-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2,5-di-O-benzoyl-1-thio-α-L-arabinofuranoside

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Chemical Property of phenyl 2,3,6-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2,5-di-O-benzoyl-1-thio-α-L-arabinofuranoside

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Technology Process of phenyl 2,3,6-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2,5-di-O-benzoyl-1-thio-α-L-arabinofuranoside

There total 4 articles about phenyl 2,3,6-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2,5-di-O-benzoyl-1-thio-α-L-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: 94.0%

: 1359987-97-5
phenyl 2,5-di-O-benzoyl-1-thio-α-L-arabinofuranoside

: 251451-05-5
2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl 2,2,2-trichloroacetimidate

: 1359987-98-6
phenyl 2,3,6-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2,5-di-O-benzoyl-1-thio-α-L-arabinofuranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere; Molecular sieve;
DOI:10.1021/jo300084g

Reference yield:

: 1359987-96-4
phenyl 2,5-di-O-benzoyl-3-O-tert-butyldiphenylsilyl-1-thio-α-L-arabinofuranoside

: 1359987-98-6
phenyl 2,3,6-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2,5-di-O-benzoyl-1-thio-α-L-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 15 °C / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere; Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo300084g

Reference yield:

: 1359987-95-3
methyl 2,5-di-O-benzoyl-3-O-tert-butyldiphenylsilyl-α-L-arabinofuranoside

: 1359987-98-6
phenyl 2,3,6-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2,5-di-O-benzoyl-1-thio-α-L-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 15 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere; Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo300084g