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

Base Information

Chemical Name: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
CAS No.:174089-93-1
Molecular Formula:C₆₀H₆₀O₂₂
Molecular Weight:1133.12
Hs Code.:

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

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Chemical Property of 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

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Technology Process of 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

There total 6 articles about 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 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: 51.0%

: 14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4
2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

: 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

: 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:: With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; for 0.5h;
DOI:10.1016/0008-6215(95)00268-5

Reference yield:

: 91685-06-2
methyl 2-O-benzoyl-4, 6-O-benzylidene-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 5 steps

1: 63 percent / silver trifluoromethanesulfonate, 2,6-di-tert-butyl-4-methylpyridine, 4 Angstroem molecular sieves / toluene; CH₂Cl₂ / 1 h / 0 °C

2: sodium cyanoborohydride / tetrahydrofuran / 0.33 h

3: triiodoimidazole, triphenylphosphine / toluene / 110 °C

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

5: 51 percent / silver trifluoromethanesulfonate, 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h

With 2,6-di-tert-butyl-4-methylpyridine; 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

Reference yield:

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

: 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 5 steps

1: 63 percent / silver trifluoromethanesulfonate, 2,6-di-tert-butyl-4-methylpyridine, 4 Angstroem molecular sieves / toluene; CH₂Cl₂ / 1 h / 0 °C

2: sodium cyanoborohydride / tetrahydrofuran / 0.33 h

3: triiodoimidazole, triphenylphosphine / toluene / 110 °C

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

5: 51 percent / silver trifluoromethanesulfonate, 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h

With 2,6-di-tert-butyl-4-methylpyridine; 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