p-methoxyphenyl O-(2-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:p-methoxyphenyl O-(2-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:165290-38-0
Molecular Formula:C₇₇H₇₇NO₁₉
Molecular Weight:1320.45
Hs Code.:

p-methoxyphenyl O-(2-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Synonyms:p-methoxyphenyl O-(2-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of p-methoxyphenyl O-(2-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of p-methoxyphenyl O-(2-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 6 articles about p-methoxyphenyl O-(2-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-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: 60.0%

: 938060-83-4
p-methoxyphenyl 4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 108869-64-3,130177-78-5,129163-12-8
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

: 165290-38-0
p-methoxyphenyl O-(2-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 20 ℃;
DOI:10.1016/j.tetasy.2007.06.026

Reference yield:

: 165199-19-9
p-methoxyphenyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 165290-38-0
p-methoxyphenyl O-(2-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / TBAF / tetrahydrofuran; dimethylformamide / 20 °C

2: 60 percent / TMSOTf / CH₂Cl₂ / -78 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2007.06.026

Reference yield:

: 938060-78-7
methyl 4,6-O-benzylidene-2-O-(prop-2-ynyl)-3-O-tert-butyldiphenylsilyl-1-thio-α-D-mannopyranoside

: 165290-38-0
p-methoxyphenyl O-(2-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 66 percent / t-BuOK / diethyl ether / 3.5 h / 20 °C

2: 88 percent / iodine; silver triflate; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / -78 - 20 °C

3: 81 percent / triflic anhydride; dimethyl disulfide; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 1 h / 0 - 20 °C

4: 60 percent / TBAF / tetrahydrofuran; dimethylformamide / 20 °C

5: 60 percent / TMSOTf / CH₂Cl₂ / -78 - 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; Dimethyldisulphide; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; potassium tert-butylate; tetrabutyl ammonium fluoride; iodine; silver trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2007.06.026