2-(Trimethylsilyl)ethyl 2-O-benzoyl-3-O-(2,3-di-O-benzoyl-4-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:2-(Trimethylsilyl)ethyl 2-O-benzoyl-3-O-(2,3-di-O-benzoyl-4-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside
CAS No.:172361-43-2
Molecular Formula:C₄₀H₄₈O₁₄Si
Molecular Weight:780.898
Hs Code.:

Synonyms:2-(Trimethylsilyl)ethyl 2-O-benzoyl-3-O-(2,3-di-O-benzoyl-4-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

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Chemical Property of 2-(Trimethylsilyl)ethyl 2-O-benzoyl-3-O-(2,3-di-O-benzoyl-4-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

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Technology Process of 2-(Trimethylsilyl)ethyl 2-O-benzoyl-3-O-(2,3-di-O-benzoyl-4-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

There total 10 articles about 2-(Trimethylsilyl)ethyl 2-O-benzoyl-3-O-(2,3-di-O-benzoyl-4-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside 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: 88.0%

: 2-(Trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3-di-O-benzoyl-4-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

: 172361-43-2
2-(Trimethylsilyl)ethyl 2-O-benzoyl-3-O-(2,3-di-O-benzoyl-4-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Guidance literature:: With iodine; In methanol; for 6h; Heating;
DOI:10.1021/jo00127a043

Reference yield:

: 98-88-4
benzoyl chloride

: 172361-43-2
2-(Trimethylsilyl)ethyl 2-O-benzoyl-3-O-(2,3-di-O-benzoyl-4-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 62 percent / pyridine / 1 h / 0 °C

2: 89 percent / 80percent CH₃COOH / 2 h / 80 °C

3: 92 percent / camphorsulfonic acid / acetonitrile

4: 1.) molecular sieves 4 Angstroem, 2.) N-iodosuccinimide, triflic acid / 1.) CH₂Cl₂, r.t., 2 h, 2.) CH₂Cl₂, 10 min

5: 88 percent / I₂ / methanol / 6 h / Heating

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; camphor-10-sulfonic acid; iodine; acetic acid; In methanol; acetonitrile;
DOI:10.1021/jo00127a043

Reference yield:

: 127753-95-1
ethyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

: 172361-43-2
2-(Trimethylsilyl)ethyl 2-O-benzoyl-3-O-(2,3-di-O-benzoyl-4-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 3 h / Ambient temperature

2: 95 percent / 80percent CH₃COOH / 4 h / 80 °C

3: 78 percent / pyridine / Ambient temperature

4: 1.) molecular sieves 4 Angstroem, 2.) N-iodosuccinimide, triflic acid / 1.) CH₂Cl₂, r.t., 2 h, 2.) CH₂Cl₂, 10 min

5: 88 percent / I₂ / methanol / 6 h / Heating

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; iodine; acetic acid; In methanol;
DOI:10.1021/jo00127a043