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

Base Information

Chemical Name:4-(2-chloroethoxy)phenyl 3,5-O-(di-tert-butylsilylene)-α-D-arabinofuranoside
CAS No.:1621691-71-1
Molecular Formula:C₂₁H₃₃ClO₆Si
Molecular Weight:445.028
Hs Code.:

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

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

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

There total 1 articles about 4-(2-chloroethoxy)phenyl 3,5-O-(di-tert-butylsilylene)-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: 78.0%

: 1621691-70-0
4-(2-chloroethoxy)phenyl α-D-arabinofuranoside

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 1621691-71-1
4-(2-chloroethoxy)phenyl 3,5-O-(di-tert-butylsilylene)-α-D-arabinofuranoside

Guidance literature:: With pyridine; at 0 ℃; for 2h;
DOI:10.1016/j.carres.2014.05.017

Reference yield:

: 1392213-73-8
phenyl 3,5-di-O-(di-tert-butylsilylene)-2-O-triisopropylsilyl-1-thio-α-D-arabinofuranoside

: 1621691-71-1
4-(2-chloroethoxy)phenyl 3,5-O-(di-tert-butylsilylene)-α-D-arabinofuranoside

: 1621691-90-4
4-(2-chloroethoxy)phenyl 3,5-O-(di-tert-butylsilylene)-2-O-[2-O-triisopropylsilyl-3,5-O-(di-tert-butylsilylene)-α-D-arabinofuranosyl]-α-D-arabinofuranoside

: 1621691-89-1
4-(2-chloroethoxy)phenyl 3,5-O-(di-tert-butylsilylene)-2-O-[2-O-triisopropylsilyl-3,5-O-(di-tert-butylsilylene)-β-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: phenyl 3,5-di-O-(di-tert-butylsilylene)-2-O-triisopropylsilyl-1-thio-α-D-arabinofuranoside; 4-(2-chloroethoxy)phenyl 3,5-O-(di-tert-butylsilylene)-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 = 80 %; stereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.carres.2014.05.017

Reference yield:

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

: 1621691-71-1
4-(2-chloroethoxy)phenyl 3,5-O-(di-tert-butylsilylene)-α-D-arabinofuranoside

: 1621691-76-6
4-(2-chloroethoxy)phenyl 3,5-O-(di-tert-butylsilylene)-2-O-[2-O-triisopropylsilyl-α-D-arabinofuranosyl]-α-D-arabinofuranoside

: 1621691-75-5
4-(2-chloroethoxy)phenyl 3,5-O-(di-tert-butylsilylene)-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-O-(di-tert-butylsilylene)-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 = 84 %; stereoselective reaction;
DOI:10.1016/j.carres.2014.05.017