4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside

Base Information

Chemical Name:4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside
CAS No.:1661847-89-7
Molecular Formula:C₃₂H₃₃ClO₁₂
Molecular Weight:645.06
Hs Code.:

Synonyms:4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside

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Chemical Property of 4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside

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Technology Process of 4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside

There total 9 articles about 4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside 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:

: 4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-D-arabinofuranosyl]-α-D-arabinofuranoside

: 1661847-89-7
4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: With Sialsorb 600 (7.5 μm) column; In chloroform; isopropyl alcohol; Petroleum ether; Resolution of racemate;
DOI:10.1016/j.carres.2014.05.017

Reference yield:

: 1379681-43-2
phenyl 3,5-di-O-benzoyl-1-thio-α-D-arabinofuranoside

: 1661847-89-7
4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2,4,6-trimethyl-pyridine / N,N-dimethyl-formamide / 1 h / 90 °C

2.1: sodium methylate / methanol / 48 h / 20 °C

2.2: Dowex 50Wx₄ (H⁺) ion-exchange resin

3.1: sodium 2,2,2-trifluoroacetate / dichloromethane / 3 h / 0 - 20 °C

4.1: dichloromethane / 1 h / 22 °C / Inert atmosphere; Molecular sieve

4.2: 1 h / -78 - 10 °C / Inert atmosphere; Molecular sieve

4.3: 0.67 h / 20 °C

5.1: pyridine / 1 h / 0 °C

6.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

7.1: Sialsorb 600 (7.5 μm) column / chloroform; isopropyl alcohol; Petroleum ether / Resolution of racemate

With pyridine; 2,4,6-trimethyl-pyridine; tetrabutyl ammonium fluoride; sodium methylate; sodium 2,2,2-trifluoroacetate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; isopropyl alcohol; Petroleum ether;
DOI:10.1016/j.carres.2014.05.017

Reference yield:

: C₄₉H₆₉ClO₁₂Si₂

: 1661847-89-7
4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

2: Sialsorb 600 (7.5 μm) column / chloroform; isopropyl alcohol; Petroleum ether / Resolution of racemate

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; chloroform; isopropyl alcohol; Petroleum ether;
DOI:10.1016/j.carres.2014.05.017