p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside

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Chemical Name:p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside
CAS No.:202864-93-5
Molecular Formula:C₂₈H₂₃Cl₂NO₈
Molecular Weight:572.399
Hs Code.:

Synonyms:p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside

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Chemical Property of p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside

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Technology Process of p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside

There total 5 articles about p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-(4,5-dichlorophthalimido)-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: 74.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 5,6-Dichloro-2-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

: 202864-93-5
p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside

Guidance literature:: With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; for 60h; Ambient temperature;
DOI:10.1016/S0040-4020(97)10377-5

Reference yield:

: 942-06-3
4,5-dichlorophthalic anhydride

: 202864-93-5
p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N, 2.) Ac₂O, pyridine / 1) 1,2-dichloroethane, 50-60 deg C, 2 h; 2) rt, 24 h

2: 87 percent / TMSOTf / 1,2-dichloro-ethane / 42 h

3: 25 g / NaOMe / methanol; CH₂Cl₂ / 4 h / 0 °C

4: 74 percent / camphorsulphonic acid / dimethylformamide / 60 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; acetic anhydride; triethylamine; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10377-5

Reference yield:

: 5432-46-2,10034-19-2,10034-20-5,34948-62-4,110253-00-4,1191127-63-5
1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride

: 202864-93-5
p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N, 2.) Ac₂O, pyridine / 1) 1,2-dichloroethane, 50-60 deg C, 2 h; 2) rt, 24 h

2: 87 percent / TMSOTf / 1,2-dichloro-ethane / 42 h

3: 25 g / NaOMe / methanol; CH₂Cl₂ / 4 h / 0 °C

4: 74 percent / camphorsulphonic acid / dimethylformamide / 60 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; acetic anhydride; triethylamine; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10377-5