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

Base Information

Chemical Name:4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[2-O-triisopropylsilyl-α-D-arabinofuranosyl]-α-D-arabinofuranoside
CAS No.:1621691-74-4
Molecular Formula:C₄₁H₅₃ClO₁₂Si
Molecular Weight:801.403
Hs Code.:

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

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

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

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

: C₄₅H₅₁ClF₆O₁₄Si

: 1621691-74-4
4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[2-O-triisopropylsilyl-α-D-arabinofuranosyl]-α-D-arabinofuranoside

: 1621691-73-3
4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[2-O-triisopropylsilyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: With triethylamine; In methanol; dichloromethane; at 20 ℃; for 0.666667h; Overall yield = 82 %; Inert atmosphere;
DOI:10.1016/j.carres.2016.11.009

Reference yield:

: 1621691-58-4
phenyl 2-O-triisopropylsilyl-3,5-di-O-trifluoroacetyl-1-thio-α-D-arabinofuranoside

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

: 1621691-74-4
4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[2-O-triisopropylsilyl-α-D-arabinofuranosyl]-α-D-arabinofuranoside

: 1621691-73-3
4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-2-O-[2-O-triisopropylsilyl-β-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: phenyl 2-O-triisopropylsilyl-3,5-di-O-trifluoroacetyl-1-thio-α-D-arabinofuranoside; 4-(2-chloroethoxy)phenyl 3,5-di-O-benzoyl-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; Inert atmosphere; Molecular sieve;

With triethylamine; In methanol; dichloromethane; at 20 ℃; for 0.666667h; Overall yield = 66 %; stereoselective reaction;
DOI:10.1016/j.carres.2014.05.017