methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside
CAS No.:211617-00-4
Molecular Formula:C₆₂H₅₄O₁₇
Molecular Weight:1071.1
Hs Code.:

Synonyms:methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside

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Chemical Property of methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside

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Technology Process of methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside

There total 6 articles about methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside 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: 85.0%

: 98-88-4
benzoyl chloride

: 187961-71-3
methyl 3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside

: 211617-00-4
methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 4h;
DOI:10.1016/S0008-6215(98)00057-3

Reference yield:

: 93714-01-3
methyl 3-O-benzyl-α-D-mannopyranoside

: 211617-00-4
methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / H₂SO₄ / acetic acid / 4 h / 20 °C

2: 94 percent / Zemplen deacetylation

3: 1.) dibutyltin oxide, CsF; 2.) 4 Angstroem mol. sieves / 1.) anh. MeOH, 70 deg C, 60 min; 2.) anh. DMF, -5 - 0 deg C, 4 h, then 20 deg C, 16 h

4: 85 percent / pyridine / 4 h / 20 °C

With pyridine; 4 A molecular sieve; sulfuric acid; di(n-butyl)tin oxide; cesium fluoride; In acetic acid;
DOI:10.1016/S0008-6215(98)00057-3

Reference yield:

: 617-04-9
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

: 211617-00-4
methyl 2,4,6-tri-O-benzoyl-3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) dibutyltin oxide, cesium fluoride; 2.) 4 Angstroem mol. sieves / 1.) anh. MeOH, reflux, 3.5 h; 2.) anh. DMF, room temp., 20 h

2: 89 percent / H₂SO₄ / acetic acid / 4 h / 20 °C

3: 94 percent / Zemplen deacetylation

4: 1.) dibutyltin oxide, CsF; 2.) 4 Angstroem mol. sieves / 1.) anh. MeOH, 70 deg C, 60 min; 2.) anh. DMF, -5 - 0 deg C, 4 h, then 20 deg C, 16 h

5: 85 percent / pyridine / 4 h / 20 °C

With pyridine; 4 A molecular sieve; sulfuric acid; di(n-butyl)tin oxide; cesium fluoride; In acetic acid;
DOI:10.1016/S0008-6215(98)00057-3