phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Base Information

Chemical Name:phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide
CAS No.:935268-66-9
Molecular Formula:C₆₁H₅₆Cl₈N₂O₁₃SSi
Molecular Weight:1368.9
Hs Code.:

phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Synonyms:phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

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Chemical Property of phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

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Technology Process of phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

There total 7 articles about phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide 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: 86.0%

: 935268-65-8
phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

: 935268-66-9
phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 - -60 ℃; for 2h;
DOI:10.1021/ja069060g

Reference yield:

: 935268-61-4
phenyl 2-deoxy-3,6-di-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

: 935268-66-9
phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

2.1: 93 percent / mCPBA / CH₂Cl₂ / 2 h / -78 - -60 °C

3.1: 4-allyl-1,2-dimethoxybenzene; Tf₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / -60 °C

3.2: 75 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 3 h / -60 - -30 °C

4.1: 86 percent / mCPBA / CH₂Cl₂ / 2 h / -78 - -60 °C

With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; 1,2-dimethoxy-4-(2-propenyl)benzene; 4 A molecular sieve; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/ja069060g

Reference yield:

: 935268-62-5
phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

: 935268-66-9
phenyl 2-deoxy-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-6-O-benzyl-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / mCPBA / CH₂Cl₂ / 2 h / -78 - -60 °C

2.1: 4-allyl-1,2-dimethoxybenzene; Tf₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / -60 °C

2.2: 75 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 3 h / -60 - -30 °C

3.1: 86 percent / mCPBA / CH₂Cl₂ / 2 h / -78 - -60 °C

With trifluoromethylsulfonic anhydride; 1,2-dimethoxy-4-(2-propenyl)benzene; 4 A molecular sieve; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/ja069060g