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

Base Information

Chemical Name:methyl 2,5-di-O-benzoyl-3-O-tert-butyldiphenylsilyl-α-L-arabinofuranoside
CAS No.:1359987-95-3
Molecular Formula:C₃₆H₃₈O₇Si
Molecular Weight:610.779
Hs Code.:

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

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

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Technology Process of methyl 2,5-di-O-benzoyl-3-O-tert-butyldiphenylsilyl-α-L-arabinofuranoside

There total 1 articles about methyl 2,5-di-O-benzoyl-3-O-tert-butyldiphenylsilyl-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: 89.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 2,5-O-dibenzoyl-1-methyl-α-L-arabinofuranoside

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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/jo300084g

Reference yield: 84.0%

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

: 108-98-5
thiophenol

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

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 8h; Inert atmosphere;
DOI:10.1021/jo300084g

Reference yield:

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

: 1359987-79-3
2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2,5-di-O-benzoyl-α-L-arabinofuranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4.1: N-Bromosuccinimide / water; ethyl acetate / 4 h / 20 °C

4.2: 2 h / 0 - 20 °C / Inert atmosphere

With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo300084g