2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl-2,6-dimethoxyphenol

Base Information

Chemical Name:2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl-2,6-dimethoxyphenol
CAS No.:220971-73-3
Molecular Formula:C₂₄H₃₁N₃O₁₂
Molecular Weight:553.523
Hs Code.:

Synonyms:2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl-2,6-dimethoxyphenol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl-2,6-dimethoxyphenol

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Technology Process of 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl-2,6-dimethoxyphenol

There total 3 articles about 2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl-2,6-dimethoxyphenol 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:

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

: 220971-73-3
2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl-2,6-dimethoxyphenol

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

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

3: 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

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

Reference yield:

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

: 220971-73-3
2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl-2,6-dimethoxyphenol

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

: 91-10-1
1,3-dimethoxy-2-hydroxy-benzene

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

: 220971-73-3
2-(4-azidobutyryl)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl-2,6-dimethoxyphenol

Guidance literature:: With trifluoromethylsulfonic anhydride; 2,6-di-tert-butylmethylpyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; Yield given; Multistep reaction; 1.) CH₂Cl₂, from -78 deg C to -60 deg C, 20 min, 2.) CH₂Cl₂, from -78 deg C to -55 deg C;
DOI:10.1021/ja983504u