2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate S-oxide

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate S-oxide
CAS No.:917568-43-5
Molecular Formula:C₃₈H₄₂O₈SSi
Molecular Weight:686.898
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate S-oxide

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Chemical Property of 2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate S-oxide

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Technology Process of 2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate S-oxide

There total 8 articles about 2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate 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: 85.0%

: 917568-42-4
2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate

: 917568-43-5
2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate 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

: 917568-43-5
2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate S-oxide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.48 g / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / 20 °C

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

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/ja065907x

Reference yield:

: 196876-49-0
phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

: 917568-43-5
2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate S-oxide

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / BH₃*THF; dibutylboron triflate / CH₂Cl₂ / 1 h / 0 °C

2: TEMPO; BAIB / CH₂Cl₂; H₂O / 1 h

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

4: 85 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 2 h / -78 - 0 °C

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; borane-THF; [bis(acetoxy)iodo]benzene; di-n-butylboryl trifluoromethanesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water;
DOI:10.1021/ja065907x