4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside
CAS No.:1304695-95-1
Molecular Formula:C₄₃H₄₃NO₁₃
Molecular Weight:781.813
Hs Code.:

Synonyms:4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

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Chemical Property of 4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

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Technology Process of 4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

There total 2 articles about 4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-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:

: C₄₅H₄₇NO₁₃

: 1304695-95-1
4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Guidance literature:: With acetic acid; In water; at 20 ℃; for 0.5h;
DOI:10.1007/s10719-010-9317-y

Reference yield:

: 138906-43-1
4-methoxyphenyl 4,6-di-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 1304695-95-1
4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 1 h / -30 °C / Inert atmosphere

2.1: methanol; sodium methylate / 1 h / 20 °C

3.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 1 h / 20 °C

4.1: acetic acid / water / 0.5 h / 20 °C

With methanol; sodium methylate; toluene-4-sulfonic acid; acetic acid; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1007/s10719-010-9317-y

Reference yield: 81.0%

: 1304695-87-1
ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

: 1304695-95-1
4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

: 4-methoxyphenyl [2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-β;-D-glucopyranosyl]-(1->3)-(4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

: 1304695-97-3
4-methoxyphenyl [2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranosyl]-(1->3)-(4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Guidance literature:: ethyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside; 4-methoxyphenyl (4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 1h; stereoselective reaction; Inert atmosphere;
DOI:10.1007/s10719-010-9317-y