phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-(3,4,5,6-tetrachlorophthalimido)-β-D-thioglucopyranoside

Base Information

Chemical Name:phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-(3,4,5,6-tetrachlorophthalimido)-β-D-thioglucopyranoside
CAS No.:404391-07-7
Molecular Formula:C₂₉H₂₁Cl₄NO₇S
Molecular Weight:669.366
Hs Code.:

Synonyms:phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-(3,4,5,6-tetrachlorophthalimido)-β-D-thioglucopyranoside

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Chemical Property of phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-(3,4,5,6-tetrachlorophthalimido)-β-D-thioglucopyranoside

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Technology Process of phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-(3,4,5,6-tetrachlorophthalimido)-β-D-thioglucopyranoside

There total 3 articles about phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-(3,4,5,6-tetrachlorophthalimido)-β-D-thioglucopyranoside 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:

: 108-24-7
acetic anhydride

: 404391-02-2
4,5,6,7-Tetrachloro-2-((2R,4aR,6S,7R,8R,8aS)-8-hydroxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione

: 404391-07-7
phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-(3,4,5,6-tetrachlorophthalimido)-β-D-thioglucopyranoside

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1002/anie.200602699

Reference yield:

: 217814-68-1
1-phenylsulfenyl-3,4,6-tri-O-acetyl-1,2-dideoxy-2-N-tetrachlorophthalimido-β-D-glucopyranoside

: 404391-07-7
phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-(3,4,5,6-tetrachlorophthalimido)-β-D-thioglucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 62 g / NaOMe; MeOH / 1 h / 0 °C

2: 88 percent / TsOH*H₂O / dimethylformamide / 16 h / 20 °C

3: 24 g / triethylamine; DMAP / CH₂Cl₂ / 2.5 h / 20 °C

With methanol; dmap; sodium methylate; toluene-4-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200602699

Reference yield:

: 286018-83-5
phenyl 2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

: 404391-07-7
phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-(3,4,5,6-tetrachlorophthalimido)-β-D-thioglucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / TsOH*H₂O / dimethylformamide / 16 h / 20 °C

2: 24 g / triethylamine; DMAP / CH₂Cl₂ / 2.5 h / 20 °C

With dmap; toluene-4-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200602699