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

Base Information

Chemical Name:benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(4,6-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:128377-05-9
Molecular Formula:C₆₈H₇₆O₂₀
Molecular Weight:1213.34
Hs Code.:

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

There total 10 articles about benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(4,6-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: 40.0%

: 64550-71-6
methyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

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

: 128377-05-9
benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(4,6-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 128377-03-7
benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With tetrabutylammomium bromide; silver trifluoromethanesulfonate; copper(ll) bromide; In dichloromethane; at 25 ℃; for 6h; MS₄A;
DOI:10.1016/0008-6215(90)84167-S

Reference yield: 22.0%

: 121238-27-5
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

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

: 128377-05-9
benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(4,6-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 128377-03-7
benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; MS AW₃₀₀, 1) 1.5h at - 20 deg C, 2) 3h at 20 deg C;
DOI:10.1016/0008-6215(90)84167-S

Reference yield:

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

: 128377-05-9
benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(4,6-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 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

5: 27 percent / silver triflate, Bu₄NBr, CuBr₂ / CH₂Cl₂ / 6 h / 25 °C / MS₄A

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