2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(6-O-benzoyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(6-O-benzoyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside
CAS No.:172360-83-7
Molecular Formula:C₄₅H₅₆O₁₁Si
Molecular Weight:801.019
Hs Code.:

Synonyms:2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(6-O-benzoyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

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Chemical Property of 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(6-O-benzoyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

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Technology Process of 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(6-O-benzoyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

There total 6 articles about 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(6-O-benzoyl-2-deoxy-β-D-lyxo-hexopyranosyl)-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: 85.0%

: 172360-82-6
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(6-O-benzoyl-2-deoxy-3,4-O-isopropylidene-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

: 172360-83-7
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(6-O-benzoyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

Guidance literature:: With acetic acid; at 50 ℃; for 4.5h;
DOI:10.1021/jo00127a042

Reference yield:

: 98-88-4
benzoyl chloride

: 172360-83-7
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(6-O-benzoyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / pyridine / CH₂Cl₂ / 2 h

2: 76 percent / N-iodosuccinimide / acetonitrile / 1.) 0 deg C, 1 h, 2.) r.t., 16 h

3: 97 percent / H₂, Et₃N / 10percent Pd/C / methanol; ethyl acetate / 1 h

4: 85 percent / 80percent aq. AcOH / 4.5 h / 50 °C

With pyridine; N-iodo-succinimide; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jo00127a042

Reference yield:

: 117253-05-1
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 172360-83-7
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(6-O-benzoyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / N-iodosuccinimide / acetonitrile / 1.) 0 deg C, 1 h, 2.) r.t., 16 h

2: 97 percent / H₂, Et₃N / 10percent Pd/C / methanol; ethyl acetate / 1 h

3: 85 percent / 80percent aq. AcOH / 4.5 h / 50 °C

With N-iodo-succinimide; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In methanol; ethyl acetate; acetonitrile;
DOI:10.1021/jo00127a042