benzyl 3-O-benzyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-L-erythro-pentopyranoside

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Chemical Name:benzyl 3-O-benzyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-L-erythro-pentopyranoside
CAS No.:136737-34-3
Molecular Formula:C₃₀H₃₄O₁₂
Molecular Weight:586.593
Hs Code.:

Synonyms:benzyl 3-O-benzyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-L-erythro-pentopyranoside

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Chemical Property of benzyl 3-O-benzyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-L-erythro-pentopyranoside

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Technology Process of benzyl 3-O-benzyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-L-erythro-pentopyranoside

There total 7 articles about benzyl 3-O-benzyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-L-erythro-pentopyranoside 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:

: 136737-25-2
benzyl 2-deoxy-3,4-O-isopropylidene-β-L-erythro-pentopyranoside

: 136737-34-3
benzyl 3-O-benzyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-L-erythro-pentopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.35 g / CF₃CO₂H / methanol; H₂O / Ambient temperature

2: 1) Bu₂SnO, 2) Bu₄NBr / 1) toluene, reflux, 16 h, 2) reflux, 4 h

3: 1) Ag₂O, CaSO₄ / 1) CHCl₃, room temp., 1 h; 2) CHCl₃, 0.5 h

With calcium sulfate; tetrabutylammomium bromide; di(n-butyl)tin oxide; trifluoroacetic acid; silver(l) oxide; In methanol; water;
DOI:10.1016/0008-6215(92)84164-N

Reference yield:

: 136737-24-1
benzyl 3,4-O-isopropylidene-2-O-[phenoxythiocarbonyl]-β-L-arabinopyranoside

: 136737-34-3
benzyl 3-O-benzyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-L-erythro-pentopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: Bu₃SnH, 2,2-azobis(isobutyronitrile) / toluene / 1 h / 120 °C

2: 1.35 g / CF₃CO₂H / methanol; H₂O / Ambient temperature

3: 1) Bu₂SnO, 2) Bu₄NBr / 1) toluene, reflux, 16 h, 2) reflux, 4 h

4: 1) Ag₂O, CaSO₄ / 1) CHCl₃, room temp., 1 h; 2) CHCl₃, 0.5 h

With calcium sulfate; 2,2'-azobis(isobutyronitrile); tetrabutylammomium bromide; tri-n-butyl-tin hydride; di(n-butyl)tin oxide; trifluoroacetic acid; silver(l) oxide; In methanol; water; toluene;
DOI:10.1016/0008-6215(92)84164-N

Reference yield:

: 18403-22-0
(3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 136737-34-3
benzyl 3-O-benzyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-L-erythro-pentopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

2: Bu₃SnH, 2,2-azobis(isobutyronitrile) / toluene / 1 h / 120 °C

3: 1.35 g / CF₃CO₂H / methanol; H₂O / Ambient temperature

4: 1) Bu₂SnO, 2) Bu₄NBr / 1) toluene, reflux, 16 h, 2) reflux, 4 h

5: 1) Ag₂O, CaSO₄ / 1) CHCl₃, room temp., 1 h; 2) CHCl₃, 0.5 h

With pyridine; calcium sulfate; 2,2'-azobis(isobutyronitrile); tetrabutylammomium bromide; tri-n-butyl-tin hydride; di(n-butyl)tin oxide; trifluoroacetic acid; silver(l) oxide; In methanol; dichloromethane; water; toluene;
DOI:10.1016/0008-6215(92)84164-N