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

Base Information

Chemical Name:4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[3,5-O-(di-tert-butylsilylene)-α-D-arabinofuranosyl]-α-D-arabinofuranoside
CAS No.:1621691-86-8
Molecular Formula:C₄₀H₄₉ClO₁₂Si
Molecular Weight:785.36
Hs Code.:

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

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

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

There total 2 articles about 4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[3,5-O-(di-tert-butylsilylene)-α-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:

: 1621691-68-6
4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-α-D-arabinofuranoside

: 1621691-66-4
phenyl 3,5-O-(di-tert-butylsilylene)-2-O-trifluoroacetyl-1-thio-α-D-arabinofuranoside

: 1621691-86-8
4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[3,5-O-(di-tert-butylsilylene)-α-D-arabinofuranosyl]-α-D-arabinofuranoside

: 1621691-85-7
4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[3,5-O-(di-tert-butylsilylene)-β-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: 4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-α-D-arabinofuranoside; phenyl 3,5-O-(di-tert-butylsilylene)-2-O-trifluoroacetyl-1-thio-α-D-arabinofuranoside; In dichloromethane; at 22 ℃; for 1h; Inert atmosphere; Molecular sieve;

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at -78 - 10 ℃; for 1h; Overall yield = 66 %; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.carres.2014.05.017

Reference yield:

: 1096610-41-1
phenyl 3,5-O-(di-tert-butylsilanediyl)-1-thio-α-D-arabinofuranoside

: 1621691-86-8
4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[3,5-O-(di-tert-butylsilylene)-α-D-arabinofuranosyl]-α-D-arabinofuranoside

: 1621691-85-7
4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[3,5-O-(di-tert-butylsilylene)-β-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium 2,2,2-trifluoroacetate / dichloromethane / 1 h / 0 °C

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

2.2: 1 h / -78 - 10 °C / Inert atmosphere; Molecular sieve

With sodium 2,2,2-trifluoroacetate; In dichloromethane;
DOI:10.1016/j.carres.2014.05.017