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

Base Information

• Chemical Name: p-methoxyphenyl O-(2,3,4-tri-O-benzyl-α-D-fucopyranosyl)-(1->6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS No.: 218961-07-0
• Molecular Formula: C₅₅H₅₅NO₁₂
• Molecular Weight: 922.041

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

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

Chemical Property:

Purity/Quality:

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

There total 1 articles about p-methoxyphenyl O-(2,3,4-tri-O-benzyl-α-D-fucopyranosyl)-(1->6)-3-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: 78.0%

para-MethoxyPhenyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (138906-44-2) + Methyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranoside (162600-17-1) → p-methoxyphenyl O-(2,3,4-tri-O-benzyl-α-D-fucopyranosyl)-(1->6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (218961-07-0) + p-methoxyphenyl O-(2,3,4-tri-O-benzyl-β-D-fucopyranosyl)-(1->6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:

With 4 A molecular sieve; tetrabutylammomium bromide; copper(ll) bromide; In dichloromethane; N,N-dimethyl-formamide; 1.) 0 deg C, 4.5 h, 2.) r.t., overnight;

DOI:10.1002/(sici)1521-3765(19981102)4:11<2182::aid-chem2182>3.0.co;2-u

Reference yield: 71.0%

p-methoxyphenyl O-(2,3,4-tri-O-benzyl-α-D-fucopyranosyl)-(1->6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (218961-07-0) + O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-<(2-O-acetyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)>-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl) trichloroacetimidate → p-methoxyphenyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-<(2-O-acetyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)>-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)>-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl...

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; 1,2-dichloro-ethane; 1.) -78 deg C, 1 h, 2.) -78 to -45 deg C, 1 h; -45 deg C, 0.5 h;

DOI:10.1002/(sici)1521-3765(19981102)4:11<2182::aid-chem2182>3.0.co;2-u

Reference yield: 39.0%

p-methoxyphenyl O-(2,3,4-tri-O-benzyl-α-D-fucopyranosyl)-(1->6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (218961-07-0) + O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-<(2-O-acetyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)>-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl) fluoride → p-methoxyphenyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-<(2-O-acetyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)>-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)>-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl...

Guidance literature:

With bis(cyclopentadienyl)hafnium dichloride; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; 1.) -78 to -10 deg C, 3 h; -10 deg C, 2 h, 2.) r.t., overnight;

DOI:10.1002/(sici)1521-3765(19981102)4:11<2182::aid-chem2182>3.0.co;2-u

upstream raw materials:

para-MethoxyPhenyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Methyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranoside

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