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

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate
CAS No.:917568-42-4
Molecular Formula:C₃₈H₄₂O₇SSi
Molecular Weight:670.899
Hs Code.:

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

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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

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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

There total 7 articles about 2-(trimethylsilyl)ethyl (phenyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyrosid) uronate 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:

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

: 2916-68-9
2-(Trimethylsilyl)ethanol

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

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 2h;
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

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

Guidance literature:: Multi-step reaction with 3 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

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; In dichloromethane; water;
DOI:10.1021/ja065907x

Reference yield:

: 917568-40-2
phenyl 2-O-benzoyl-3,4-di-O-benzyl-1-thio-β-D-galactopyranoside

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

Guidance literature:: Multi-step reaction with 2 steps

1: TEMPO; BAIB / CH₂Cl₂; H₂O / 1 h

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

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water;
DOI:10.1021/ja065907x