benzyl O-(4,5-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl O-(4,5-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:128376-92-1
Molecular Formula:C₅₄H₅₈O₁₁
Molecular Weight:883.048
Hs Code.:

Synonyms:benzyl O-(4,5-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of benzyl O-(4,5-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of benzyl O-(4,5-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 6 articles about benzyl O-(4,5-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-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:

: 57783-66-1
benzyl 4,6-O-benzylidene-2,3-tri-O-benzyl-β-D-glucopyranoside

: 128376-92-1
benzyl O-(4,5-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / 80 percent aq. AcOH / 1 h / 95 °C

2: 1) (Bu₃Sn)2O, 2) Bu₄NBr / 1) toluene, reflux, 2h, 2) 90 deg C, 15h

3: 40 percent / Ag silicate / CH₂Cl₂ / 15 h / 20 °C / molecular sieve (MS₄A), other solvents : toluene, nitromethane

4: 1) 1,4-diazabicyclo<2.2.2>octane (DABCO), 2) HgCl₂, HgO / 1) (Ph₃P)3RhCl / 1) MeCN-EtOH-H₂O (10:5:1), 85 deg C, 45h, 2) acetone-H₂O (10:1), 25 deg C, 4h

With 1,4-diaza-bicyclo[2.2.2]octane; silver silicate; tetrabutylammomium bromide; acetic acid; bis(tri-n-butyltin)oxide; mercury dichloride; mercury(II) oxide; Wilkinson's catalyst; In dichloromethane;
DOI:10.1016/0008-6215(90)84167-S

Reference yield:

: 67831-42-9
benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 128376-92-1
benzyl O-(4,5-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 40 percent / Ag silicate / CH₂Cl₂ / 15 h / 20 °C / molecular sieve (MS₄A), other solvents : toluene, nitromethane

2: 1) 1,4-diazabicyclo<2.2.2>octane (DABCO), 2) HgCl₂, HgO / 1) (Ph₃P)3RhCl / 1) MeCN-EtOH-H₂O (10:5:1), 85 deg C, 45h, 2) acetone-H₂O (10:1), 25 deg C, 4h

With 1,4-diaza-bicyclo[2.2.2]octane; silver silicate; mercury dichloride; mercury(II) oxide; Wilkinson's catalyst; In dichloromethane;
DOI:10.1016/0008-6215(90)84167-S

Reference yield:

: 128376-93-2
(2R,3S,4S,5R,6R)-3,4-Bis-allyloxy-5-benzyloxy-6-benzyloxymethyl-2-bromo-tetrahydro-pyran

: 128376-92-1
benzyl O-(4,5-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 40 percent / Ag silicate / CH₂Cl₂ / 15 h / 20 °C / molecular sieve (MS₄A), other solvents : toluene, nitromethane

2: 1) 1,4-diazabicyclo<2.2.2>octane (DABCO), 2) HgCl₂, HgO / 1) (Ph₃P)3RhCl / 1) MeCN-EtOH-H₂O (10:5:1), 85 deg C, 45h, 2) acetone-H₂O (10:1), 25 deg C, 4h

With 1,4-diaza-bicyclo[2.2.2]octane; silver silicate; mercury dichloride; mercury(II) oxide; Wilkinson's catalyst; In dichloromethane;
DOI:10.1016/0008-6215(90)84167-S