(-)-(1R,2aS,8bR)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate

Base Information

Chemical Name:(-)-(1R,2aS,8bR)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate
CAS No.:1055309-18-6
Molecular Formula:C₃₀H₄₀N₂O₆Si
Molecular Weight:552.743
Hs Code.:

(-)-(1R,2aS,8bR)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate

Synonyms:(-)-(1R,2aS,8bR)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate

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Chemical Property of (-)-(1R,2aS,8bR)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate

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Technology Process of (-)-(1R,2aS,8bR)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate

There total 2 articles about (-)-(1R,2aS,8bR)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate 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: 76.0%

: 95799-94-3
methyl 2-(trimethylsilyloxy)acrylate

: 831176-42-2
N-benzyl-N-(tert-butoxycarbonyl)-2-(2-oxo-1,2-dihydroquinolin-4-yl)ethylamine

: 1055309-18-6
(-)-(1R,2aS,8bR)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate

Guidance literature:: With C₂₁H₂₅NO₂; In toluene; at -60 ℃; for 4h; diastereoselective reaction; UV-irradiation;
DOI:10.1002/anie.200800693

Reference yield:

: 95799-94-3
methyl 2-(trimethylsilyloxy)acrylate

: 831176-42-2
N-benzyl-N-(tert-butoxycarbonyl)-2-(2-oxo-1,2-dihydroquinolin-4-yl)ethylamine

: 1055309-18-6
(-)-(1R,2aS,8bR)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate

: (+)-(1S,2aR,8bS)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate

Guidance literature:: With C₂₀H₂₄N₂O₂; In toluene; at -60 ℃; optical yield given as %ee; enantioselective reaction; UV-irradiation;
DOI:10.1002/chem.200802383

Reference yield: 100.0%

: 1055309-18-6
(-)-(1R,2aS,8bR)-8b-{2-[benzyl(tert-butoxycarbonyl)amino]ethyl}-3-oxo-1-[(trimethylsilyl)oxy]-1,2,2a,3,4,8b-hexahydrocyclobuta[c]quinoline-1-methylcarboxylate

: 1055309-19-7
(+)-N-2-[(3aS,9bR)-2-hydroxy-1,4-dioxo-1,3a,4,5-tetrahydro-9bH-cyclopenta[c]quinoline-9-yl]ethyl-N-benzyl-tert-butylcarbamate

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 6h; optical yield given as %ee; enantioselective reaction;
DOI:10.1002/chem.200802383