p-(allyloxy)benzyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-glucopyranoside

Base Information

Chemical Name:p-(allyloxy)benzyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-glucopyranoside
CAS No.:615570-74-6
Molecular Formula:C₄₃H₄₈O₁₀Si
Molecular Weight:752.934
Hs Code.:

Synonyms:p-(allyloxy)benzyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-glucopyranoside

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Chemical Property of p-(allyloxy)benzyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-glucopyranoside

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Technology Process of p-(allyloxy)benzyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-glucopyranoside

There total 3 articles about p-(allyloxy)benzyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-glucopyranoside 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: 69.5%

: 151725-48-3
ethyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

: 3256-45-9
4-allyloxybenzyl alcohol

: 615570-74-6
p-(allyloxy)benzyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 ℃;
DOI:10.1021/ol0352355

Reference yield:

: 35784-51-1
ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside

: 615570-74-6
p-(allyloxy)benzyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / pyridine / CH₂Cl₂ / 16 h / 0 °C

2: 69.5 percent / molecular sieved 4 Angstroem; NIS; TMSOTf / CH₂Cl₂ / 0 °C

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane;
DOI:10.1021/ol0352355

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 615570-74-6
p-(allyloxy)benzyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / pyridine / CH₂Cl₂ / 16 h / 0 °C

2: 69.5 percent / molecular sieved 4 Angstroem; NIS; TMSOTf / CH₂Cl₂ / 0 °C

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane;
DOI:10.1021/ol0352355