methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside

Base Information

Chemical Name:methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside
CAS No.:85687-30-5
Molecular Formula:C₁₇H₁₉BrF₃NO₅
Molecular Weight:454.241
Hs Code.:

Synonyms:methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside

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Chemical Property of methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside

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Technology Process of methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside

There total 12 articles about methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside 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: 90.0%

: 85687-29-2
methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-methyl-3-trifluoroacetamido-α-D-ribo-hexopyranoside

: 85687-30-5
methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside

Guidance literature:: With N-Bromosuccinimide; barium carbonate; In tetrachloromethane; for 1h; Heating;
DOI:10.1016/S0008-6215(00)90775-4

Reference yield: 75.0%

: 98758-31-7
methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside

: 85687-30-5
methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside

Guidance literature:: With N-Bromosuccinimide; In tetrachloromethane; for 4h; Heating;
DOI:10.1016/0008-6215(83)88232-9

Reference yield:

: 63598-31-2
methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

: 85687-30-5
methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / ethanol / 2 h / Ambient temperature

2: 1) CeCl₃ / 1) THF, -78 deg C, 1 h, 2) THF, a) -78 deg C, 2 h, b) 0 deg C, 1 h

3: H₂ / 10percent Pd-C / methanol / 20 h / Ambient temperature

4: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

5: 71 percent / N-bromosuccinimide, BaCO₃ / CCl₄ / 1 h / 90 °C

With pyridine; N-Bromosuccinimide; cerium(III) chloride; hydrogen; barium carbonate; palladium on activated charcoal; In methanol; tetrachloromethane; ethanol; dichloromethane;
DOI:10.1021/jo00066a029