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

Base Information

Chemical Name:p-methoxyphenyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-acetyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:904690-09-1
Molecular Formula:C₇₂H₇₅NO₂₀
Molecular Weight:1274.38
Hs Code.:

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

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

There total 10 articles about p-methoxyphenyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-acetyl-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: 91.0%

: 218961-37-6
p-methoxyphenyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 904690-09-1
p-methoxyphenyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-acetyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.tetasy.2007.06.026

Reference yield: 90.0%

: C₇₉H₇₉NO₂₀

: 904690-09-1
p-methoxyphenyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-acetyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With trifluoroacetic acid; In water; acetonitrile;
DOI:10.1016/j.tetlet.2007.02.108

Reference yield:

: 129575-89-9
p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 904690-09-1
p-methoxyphenyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-acetyl-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

1.1: n-BuLi / (Ph₃P)3RhCl / tetrahydrofuran / Heating

1.2: I₂; DTBMP / AgOTf / CH₂Cl₂ / -78 - 20 °C

2.1: 29 percent / Me₂S; Tf₂O; DBTMP / CH₂Cl₂ / 0 - 20 °C

3.1: 60 percent / TBAF / tetrahydrofuran / 20 °C

4.1: TMSOTf / CH₂Cl₂ / -78 - 20 °C

4.2: 86 percent / pyridine / 20 °C

5.1: 90 percent / TFA / acetonitrile; H₂O

With n-butyllithium; dimethylsulfide; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; trifluoroacetic acid; Wilkinson's catalyst; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tetlet.2007.02.108