tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

Base Information

Chemical Name:tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate
CAS No.:212892-12-1
Molecular Formula:C₃₉H₅₃NO₆Si
Molecular Weight:659.938
Hs Code.:

tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

Synonyms:tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

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Chemical Property of tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

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Technology Process of tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

There total 8 articles about tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate 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: 91.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 212892-52-9
(2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-hydroxymethylpyrrolidine

: 212892-12-1
tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃;
DOI:10.1002/hlca.200490078

Reference yield: 78.0%

: 212892-48-3
((R)-1-{(4R,5S)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-trityloxy-ethyl)-carbamic acid tert-butyl ester

: 212892-12-1
tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0040-4020(98)00542-0

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 212892-12-1
tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / imidazole / dimethylformamide / 1.5 h / 0 °C

2: 86 percent / imidazole / dimethylformamide / 1.5 h / 0 °C

3: 78 percent / MsCl, Et₃N / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; methanesulfonyl chloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00542-0