2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-6-O-pivaloyl-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-6-O-pivaloyl-β-D-glucopyranoside
CAS No.:299424-51-4
Molecular Formula:C₅₇H₆₂O₁₇Si
Molecular Weight:1047.19
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-6-O-pivaloyl-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-6-O-pivaloyl-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-6-O-pivaloyl-β-D-glucopyranoside

There total 6 articles about 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-6-O-pivaloyl-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: 78.5%

: 3282-30-2
pivaloyl chloride

: 299424-50-3
2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-β-D-glucopyranoside

: 299424-51-4
2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-6-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: With pyridine; at 0 - 20 ℃; for 2.5h;
DOI:10.1248/cpb.48.1160

Reference yield:

: 98-88-4
benzoyl chloride

: 299424-51-4
2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-6-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 94.2 percent / pyridine / 4 h / 0 °C

2: 75.5 percent / NaBH₃CN; 3A MS; HCl / tetrahydrofuran; diethyl ether / 0.17 h / 0 °C

3: 51.7 percent / 4A MS; NIS; TfOH / CH₂Cl₂ / 3 h / 0 °C

4: 98.1 percent / H₂; AcOH / 10 percent Pd/C / methanol / 5 h / 20 °C

5: 78.5 percent / pyridine / 2.5 h / 0 - 20 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; hydrogen; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1248/cpb.48.1160

Reference yield:

: 117253-10-8
2-(trimethylsilyl)ethyl 3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

: 299424-51-4
2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-6-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 94.2 percent / pyridine / 4 h / 0 °C

2: 75.5 percent / NaBH₃CN; 3A MS; HCl / tetrahydrofuran; diethyl ether / 0.17 h / 0 °C

3: 51.7 percent / 4A MS; NIS; TfOH / CH₂Cl₂ / 3 h / 0 °C

4: 98.1 percent / H₂; AcOH / 10 percent Pd/C / methanol / 5 h / 20 °C

5: 78.5 percent / pyridine / 2.5 h / 0 - 20 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; hydrogen; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1248/cpb.48.1160