phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Base Information

Chemical Name:phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide
CAS No.:917568-60-6
Molecular Formula:C₅₂H₅₁Cl₄NO₁₃SSi
Molecular Weight:1099.94
Hs Code.:

phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Synonyms:phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

There total 13 articles about phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-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: 70.0%

: 917568-59-3
phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

: 917568-60-6
phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 - 0 ℃; for 2h;
DOI:10.1021/ja065907x

Reference yield:

: 917568-41-3
phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranosiduronic acid

: 917568-60-6
phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.48 g / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / 20 °C

2.1: 85 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 2 h / -78 - 0 °C

3.1: 4-allyl-1,2-dimethoxybenzene / CH₂Cl₂ / 1 h / 20 °C

3.2: 75 percent / triflic anhydride; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 1 h / -78 - 0 °C

4.1: 70 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 2 h / -78 - 0 °C

With dmap; 1,2-dimethoxy-4-(2-propenyl)benzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/ja065907x

Reference yield:

: 917568-45-7
phenyl 2,6-dideoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

: 917568-60-6
phenyl [2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-O-benzoyl-β-D-galactopyrosyluronate]-(1->4)-2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4-allyl-1,2-dimethoxybenzene / CH₂Cl₂ / 1 h / 20 °C

1.2: 75 percent / triflic anhydride; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 1 h / -78 - 0 °C

2.1: 70 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 2 h / -78 - 0 °C

With 1,2-dimethoxy-4-(2-propenyl)benzene; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/ja065907x