tert-butyl (3R,3aR)-5-oxo-3-phenyl-6-(trimethylsilyl)-3,3a,4,5-tetrahydro-1H-cyclopenta[c]pyrrole-2-carboxylate

Base Information

Chemical Name:tert-butyl (3R,3aR)-5-oxo-3-phenyl-6-(trimethylsilyl)-3,3a,4,5-tetrahydro-1H-cyclopenta[c]pyrrole-2-carboxylate
CAS No.:1284207-00-6
Molecular Formula:C₂₁H₂₉NO₃Si
Molecular Weight:371.552
Hs Code.:

Synonyms:tert-butyl (3R,3aR)-5-oxo-3-phenyl-6-(trimethylsilyl)-3,3a,4,5-tetrahydro-1H-cyclopenta[c]pyrrole-2-carboxylate

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Chemical Property of tert-butyl (3R,3aR)-5-oxo-3-phenyl-6-(trimethylsilyl)-3,3a,4,5-tetrahydro-1H-cyclopenta[c]pyrrole-2-carboxylate

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Technology Process of tert-butyl (3R,3aR)-5-oxo-3-phenyl-6-(trimethylsilyl)-3,3a,4,5-tetrahydro-1H-cyclopenta[c]pyrrole-2-carboxylate

There total 2 articles about tert-butyl (3R,3aR)-5-oxo-3-phenyl-6-(trimethylsilyl)-3,3a,4,5-tetrahydro-1H-cyclopenta[c]pyrrole-2-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: 82.0%

: 15226-74-1,61091-28-9,61117-58-6
dicobalt octacarbonyl

: 1284206-64-9
tert-butyl N-[(1R)-1-phenylprop-2-en-1-yl]-N-[3-(trimethylsilyl)prop-2-yn-1-yl]carbamate

: 1284207-00-6
tert-butyl (3R,3aR)-5-oxo-3-phenyl-6-(trimethylsilyl)-3,3a,4,5-tetrahydro-1H-cyclopenta[c]pyrrole-2-carboxylate

Guidance literature:: dicobalt octacarbonyl; tert-butyl N-[(1R)-1-phenylprop-2-en-1-yl]-N-[3-(trimethylsilyl)prop-2-yn-1-yl]carbamate; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;

With trimethylamine-N-oxide; In dichloromethane; at 20 ℃; for 3.5h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/adsc.201000706

Reference yield:

: 38002-45-8
3-bromo-1-(trimethylsilyl)-1-propyne

: 158851-29-7
(+)-tert-butyl [(1R)-1-phenylprop-2-en-1-yl]imidocarbonate

: 1284207-00-6
tert-butyl (3R,3aR)-5-oxo-3-phenyl-6-(trimethylsilyl)-3,3a,4,5-tetrahydro-1H-cyclopenta[c]pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 4 h / -30 °C / Inert atmosphere

2.1: dichloromethane / 5 h / 20 °C / Inert atmosphere

2.2: 3.5 h / 20 °C / Inert atmosphere

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide; 2.1: Pauson-Khand reaction / 2.2: Pauson-Khand reaction;
DOI:10.1002/adsc.201000706