phenyl 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-1-thio-β-D-glucopyranoside
CAS No.:220971-83-5
Molecular Formula:C₂₂H₂₇N₃O₉S
Molecular Weight:509.537
Hs Code.:

Synonyms:phenyl 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

There total 1 articles about phenyl 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-1-thio-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%

: 75-36-5
acetyl chloride

: 220971-79-9
phenyl 2-(4-azidobutyryl)-3-O-acetyl-1-thio-β-D-glucopyranoside

: 220971-83-5
phenyl 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/ja983504u

Reference yield: 98.0%

: 220971-83-5
phenyl 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

: 220971-72-2
phenyl 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-1-sulfinyl-β-D-glucopyranoside

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 - -5 ℃; for 2h;
DOI:10.1021/ja983504u

Reference yield:

: 220971-83-5
phenyl 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

: 3,4,6-tri-O-acetyl-β-D-glucopyranosyl-2,6-dimethoxyphenol

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / m-CPBA / CH₂Cl₂ / 2 h / -78 - -5 °C

2: 1.) Tf₂O, 2,6-di-tert-butylmethylpyridine, 4 Angstroem molecular sieves, 2.) BF₃*Et₂O / 1.) CH₂Cl₂, from -78 deg C to -60 deg C, 20 min, 2.) CH₂Cl₂, from -78 deg C to -55 deg C

3: 1.) Ph₃P, 2.) H₂O / 1.) dioxane, reflux, 30 min, 2.) dioxane, reflux, 2 h

With trifluoromethylsulfonic anhydride; 2,6-di-tert-butylmethylpyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; water; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In dichloromethane;
DOI:10.1021/ja983504u