methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside

Base Information

Chemical Name:methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside
CAS No.:174089-89-5
Molecular Formula:C₃₃H₃₈O₁₄
Molecular Weight:658.656
Hs Code.:

Synonyms:methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside

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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-O-benzoyl-4,6-O-benzylidene-3-O-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside

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Technology Process of methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside

There total 1 articles about methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside 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: 63.0%

: 91685-06-2
methyl 2-O-benzoyl-4, 6-O-benzylidene-α-D-mannopyranoside

: 139562-16-6
2,4,6-Tri-O-acetyl-3-deoxy-α-D-arabino-hexapyranosyl chloride

: 174089-89-5
methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; toluene; at 0 ℃; for 1h;
DOI:10.1016/0008-6215(95)00268-5

Reference yield:

: 174089-89-5
methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside

: 174089-91-9
methyl 2-O-benzoyl-4-deoxy-3-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium cyanoborohydride / tetrahydrofuran / 0.33 h

2: triiodoimidazole, triphenylphosphine / toluene / 110 °C

3: H₂, aq. NaHCO₃ / Pd-C / ethyl acetate / 3000.2 Torr

With tri-iodoimidazole; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; toluene;
DOI:10.1016/0008-6215(95)00268-5

Reference yield:

: 174089-89-5
methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside

: 174089-93-1
methyl 2-O-benzoyl-4-deoxy-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-O-(2,4,6-tri-O-acetyl-3-deoxy-α-D-arabino-hexopyranosyl)-α-D-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium cyanoborohydride / tetrahydrofuran / 0.33 h

2: triiodoimidazole, triphenylphosphine / toluene / 110 °C

3: H₂, aq. NaHCO₃ / Pd-C / ethyl acetate / 3000.2 Torr

4: 51 percent / silver trifluoromethanesulfonate, 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h

With tri-iodoimidazole; 4 A molecular sieve; hydrogen; silver trifluoromethanesulfonate; sodium cyanoborohydride; sodium hydrogencarbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/0008-6215(95)00268-5