dodecyl 3,4-di-O-benzoyl-6-O-[(tert-butyl)dimethylsilyl]-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:dodecyl 3,4-di-O-benzoyl-6-O-[(tert-butyl)dimethylsilyl]-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside
CAS No.:304453-30-3
Molecular Formula:C₄₆H₅₉Cl₂NO₈SSi
Molecular Weight:885.034
Hs Code.:

Synonyms:dodecyl 3,4-di-O-benzoyl-6-O-[(tert-butyl)dimethylsilyl]-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

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Chemical Property of dodecyl 3,4-di-O-benzoyl-6-O-[(tert-butyl)dimethylsilyl]-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

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Technology Process of dodecyl 3,4-di-O-benzoyl-6-O-[(tert-butyl)dimethylsilyl]-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

There total 6 articles about dodecyl 3,4-di-O-benzoyl-6-O-[(tert-butyl)dimethylsilyl]-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-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: 99.4%

: 98-88-4
benzoyl chloride

: 304453-28-9
dodecyl 6-O-[(tert-butyl)dimethylsilyl]-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

: 304453-30-3
dodecyl 3,4-di-O-benzoyl-6-O-[(tert-butyl)dimethylsilyl]-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1002/1522-2675(20000809)83:8<1901::AID-HLCA1901>3.0.CO;2-Q

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 304453-30-3
dodecyl 3,4-di-O-benzoyl-6-O-[(tert-butyl)dimethylsilyl]-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / dimethylformamide / 5 h / 20 °C

2: 99.4 percent / DMAP; pyridine / CH₂Cl₂ / 12 h / 20 °C

With pyridine; 1H-imidazole; dmap; In dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Acylation;
DOI:10.1002/1522-2675(20000809)83:8<1901::AID-HLCA1901>3.0.CO;2-Q

Reference yield:

: 175229-70-6,308796-43-2
1-acetoxy-3,4,6-tri-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside

: 304453-30-3
dodecyl 3,4-di-O-benzoyl-6-O-[(tert-butyl)dimethylsilyl]-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 20 °C

2: NaOMe / methanol; CH₂Cl₂ / 0.5 h / 20 °C

3: 1H-imidazole / dimethylformamide / 5 h / 20 °C

4: 99.4 percent / DMAP; pyridine / CH₂Cl₂ / 12 h / 20 °C

With pyridine; 1H-imidazole; dmap; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Hydrolysis / 3: Etherification / 4: Acylation;
DOI:10.1002/1522-2675(20000809)83:8<1901::AID-HLCA1901>3.0.CO;2-Q