(S)-(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-yl 1-(2-nitrophenyl)pyrrolidine-2-carboxylate

Base Information

Chemical Name:(S)-(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-yl 1-(2-nitrophenyl)pyrrolidine-2-carboxylate
CAS No.:1326218-53-4
Molecular Formula:C₂₄H₂₆N₂O₅
Molecular Weight:422.481
Hs Code.:

Synonyms:(S)-(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-yl 1-(2-nitrophenyl)pyrrolidine-2-carboxylate

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Chemical Property of (S)-(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-yl 1-(2-nitrophenyl)pyrrolidine-2-carboxylate

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Technology Process of (S)-(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-yl 1-(2-nitrophenyl)pyrrolidine-2-carboxylate

There total 3 articles about (S)-(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-yl 1-(2-nitrophenyl)pyrrolidine-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: 92.0%

: 1326218-73-8
(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-ol

: 31981-54-1
(S)-N-(2-nitrophenyl)proline

: 1326218-53-4
(S)-(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-yl 1-(2-nitrophenyl)pyrrolidine-2-carboxylate

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In MC; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/asia.201100271

Reference yield:

: (3aS)-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one

: 1326218-53-4
(S)-(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-yl 1-(2-nitrophenyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 760.05 Torr

2: sodium tetrahydroborate / methanol / 2 h / 0 °C

3: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / MC / 2 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In methanol; MC; ethanol;
DOI:10.1002/asia.201100271

Reference yield:

: 1326218-71-6
(3aS,4S,6aS)-4-phenyltetrahydro-1H-cyclopenta[c]furan-5(3H)-one

: 1326218-53-4
(S)-(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-yl 1-(2-nitrophenyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 2 h / 0 °C

2: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / MC / 2 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In methanol; MC;
DOI:10.1002/asia.201100271