3S-isopropyl-5S-(5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3S-isopropyl-5S-(5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester
CAS No.:441794-73-6
Molecular Formula:C₂₂H₃₁NO₄
Molecular Weight:373.492
Hs Code.:

Synonyms:3S-isopropyl-5S-(5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester

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Chemical Property of 3S-isopropyl-5S-(5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester

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Technology Process of 3S-isopropyl-5S-(5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester

There total 4 articles about 3S-isopropyl-5S-(5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester 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:

: (2S,3R,8aS)-2-Isopropyl-5,8-dioxo-3-phenyl-octahydro-indolizine-7-carboxylic acid benzyl ester

: 441794-73-6
3S-isopropyl-5S-(5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 570 mg / H₂ / Pd/C / methanol

2: 66 percent / L-Selectride / tetrahydrofuran / 1 h / -78 °C

3: HCl conc. / methanol / 72 h / Heating

4: 245 mg / DMAP; Et₃N / acetonitrile

With hydrogenchloride; dmap; hydrogen; L-Selectride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/jo011184i

Reference yield:

: 441794-70-3
1-(3-benzyloxycarbonylpropionyl)-4S-isopropyl-5R-phenylpyrrolidine-2S-carboxylic acid methyl ester

: 441794-73-6
3S-isopropyl-5S-(5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tert-pentoxide / tetrahydrofuran / -20 °C

2: 570 mg / H₂ / Pd/C / methanol

3: 66 percent / L-Selectride / tetrahydrofuran / 1 h / -78 °C

4: HCl conc. / methanol / 72 h / Heating

5: 245 mg / DMAP; Et₃N / acetonitrile

With hydrogenchloride; dmap; hydrogen; sodium tert-pentoxide; L-Selectride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; acetonitrile; 1: Dieckmann cyclization;
DOI:10.1021/jo011184i

Reference yield:

: 441794-71-4
2S-isopropyl-3R-phenylhexahydroindolizine-5,8-dione

: 441794-73-6
3S-isopropyl-5S-(5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / L-Selectride / tetrahydrofuran / 1 h / -78 °C

2: HCl conc. / methanol / 72 h / Heating

3: 245 mg / DMAP; Et₃N / acetonitrile

With hydrogenchloride; dmap; L-Selectride; triethylamine; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/jo011184i