2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:457931-10-1
Molecular Formula:C₃₈H₄₇NO₈Si
Molecular Weight:673.879
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 5 articles about 2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-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: 100.0%

: 3282-30-2
pivaloyl chloride

: 457931-09-8
2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 457931-10-1
2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With pyridine; at 0 ℃; for 5h;
DOI:10.1248/cpb.50.600

Reference yield:

: 100-39-0
benzyl bromide

: 457931-10-1
2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / tetrabutyl ammonium bromide; NaH / dimethylformamide / 2 h / 0 °C

2: 100 percent / p-toluene sulfonic acid / CH₂Cl₂; methanol / 20 h / 20 °C

3: 100 percent / pyridine / 5 h / 0 °C

With pyridine; tetrabutylammomium bromide; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.50.600

Reference yield:

: 117252-99-0
2-(trimethylsilyl)ethyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 457931-10-1
2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / pyridine / 4 h / 50 °C

2: 88 percent / tetrabutyl ammonium bromide; NaH / dimethylformamide / 2 h / 0 °C

3: 100 percent / p-toluene sulfonic acid / CH₂Cl₂; methanol / 20 h / 20 °C

4: 100 percent / pyridine / 5 h / 0 °C

With pyridine; tetrabutylammomium bromide; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.50.600