methyl 4-O-(4-benzyloxy-3,5-dichloro-2-methoxy-6-methylbenzoyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Base Information

Chemical Name:methyl 4-O-(4-benzyloxy-3,5-dichloro-2-methoxy-6-methylbenzoyl)-2,6-dideoxy-α-D-arabino-hexopyranoside
CAS No.:116217-59-5
Molecular Formula:C₂₃H₂₆Cl₂O₇
Molecular Weight:485.361
Hs Code.:

Synonyms:methyl 4-O-(4-benzyloxy-3,5-dichloro-2-methoxy-6-methylbenzoyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

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Chemical Property of methyl 4-O-(4-benzyloxy-3,5-dichloro-2-methoxy-6-methylbenzoyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

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Technology Process of methyl 4-O-(4-benzyloxy-3,5-dichloro-2-methoxy-6-methylbenzoyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

There total 6 articles about methyl 4-O-(4-benzyloxy-3,5-dichloro-2-methoxy-6-methylbenzoyl)-2,6-dideoxy-α-D-arabino-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: 76.0%

: 20585-98-2
methyl α-curacinoside

: 908094-04-2
phenyldiazomethane

: 116217-59-5
methyl 4-O-(4-benzyloxy-3,5-dichloro-2-methoxy-6-methylbenzoyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: In diethyl ether; 1.) 0 deg C, 20 min; 2.) 20 deg C, 19 h;
DOI:10.1016/S0040-4020(01)83453-0

Reference yield:

: 13322-79-7
(2R,3S,4R,6S)-6-Methoxy-2-methyl-tetrahydro-pyran-3,4-diol

: 116217-59-5
methyl 4-O-(4-benzyloxy-3,5-dichloro-2-methoxy-6-methylbenzoyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) di-n-butyltinoxide / 1.) benzene, methanol, reflux, 2 h; 2.) DMF, 110 deg C, 2 h

2: 1.) 2.5 M n-butyl lithium / 1.) THF, hexane, 45 min; 2.) THF, 20 deg C, 5 min, reflux, 16 h

3: 95 percent / hydrogen / 10 percent Pd/C / various solvent(s) / 2.5 h / 20 °C / 900.07 Torr

4: 76 percent / diethyl ether / 1.) 0 deg C, 20 min; 2.) 20 deg C, 19 h

With n-butyllithium; hydrogen; di(n-butyl)tin oxide; palladium on activated charcoal; In diethyl ether;
DOI:10.1016/S0040-4020(01)83453-0

Reference yield:

: 90762-83-7
Methyl 3-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside

: 116217-59-5
methyl 4-O-(4-benzyloxy-3,5-dichloro-2-methoxy-6-methylbenzoyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 2.5 M n-butyl lithium / 1.) THF, hexane, 45 min; 2.) THF, 20 deg C, 5 min, reflux, 16 h

2: 95 percent / hydrogen / 10 percent Pd/C / various solvent(s) / 2.5 h / 20 °C / 900.07 Torr

3: 76 percent / diethyl ether / 1.) 0 deg C, 20 min; 2.) 20 deg C, 19 h

With n-butyllithium; hydrogen; palladium on activated charcoal; In diethyl ether;
DOI:10.1016/S0040-4020(01)83453-0