(1S,5S,5(2S))-3-oxo-5-<<5-oxo-1-(phenylmethyl)-2-pyrrolidinyl>methyl>-cyclohexaneacetic acid ethyl ester

Base Information

Chemical Name:(1S,5S,5(2S))-3-oxo-5-<<5-oxo-1-(phenylmethyl)-2-pyrrolidinyl>methyl>-cyclohexaneacetic acid ethyl ester
CAS No.:131880-00-7
Molecular Formula:C₂₂H₂₉NO₄
Molecular Weight:371.477
Hs Code.:

Synonyms:(1S,5S,5(2S))-3-oxo-5-<<5-oxo-1-(phenylmethyl)-2-pyrrolidinyl>methyl>-cyclohexaneacetic acid ethyl ester

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Chemical Property of (1S,5S,5(2S))-3-oxo-5-<<5-oxo-1-(phenylmethyl)-2-pyrrolidinyl>methyl>-cyclohexaneacetic acid ethyl ester

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Technology Process of (1S,5S,5(2S))-3-oxo-5-<<5-oxo-1-(phenylmethyl)-2-pyrrolidinyl>methyl>-cyclohexaneacetic acid ethyl ester

There total 1 articles about (1S,5S,5(2S))-3-oxo-5-<<5-oxo-1-(phenylmethyl)-2-pyrrolidinyl>methyl>-cyclohexaneacetic acid ethyl 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:

: 131879-99-7
(5S-5(2S))-3-oxo-5-<<5-oxo-1-(phenylmethyl)-2-pyrrolidinyl>methyl>-1-cyclohexene-1-acetic acid ethyl ester

: 131880-00-7
(1S,5S,5(2S))-3-oxo-5-<<5-oxo-1-(phenylmethyl)-2-pyrrolidinyl>methyl>-cyclohexaneacetic acid ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 3h; under 2585.7 Torr;
DOI:10.1021/jm00015a009

Reference yield:

: 131880-00-7
(1S,5S,5(2S))-3-oxo-5-<<5-oxo-1-(phenylmethyl)-2-pyrrolidinyl>methyl>-cyclohexaneacetic acid ethyl ester

: 131879-79-3
[1S,3R,5(2S),5S]-3-[(1H-imidazol-5-yl)methyl]-5-[[5-oxo-1-(phenylmethyl)-2-pyrrolidinyl]methyl]cyclohexaneacetamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA / 1.) ether, hexane, THF, from -15 to -20 deg C, 0.5 h, 2.) ether, hexane, THF, a.) -15 deg C, 15 min, b.) 0 deg C, 2.5 h

2: 1.) benzylamine / 1.) MeOH, RT, 1 h, 2.) MeOH, RT, overnight

3: H₂ / 10percent Pd/C / methanol / 760 Torr / Ambient temperature

4: KOH / ethanol / 0.5 h / 75 °C

5: 1.) ethyl chloroformate, Et₃N, 2.) NH₃(gas) / 1.) CHCl₃, 0 deg C, 30 min, 2.) CHCl₃, RT, 2 h

6: 51 percent / H₂ / 10percent Pd/C / methanol / 50 °C / 2585.7 Torr

With potassium hydroxide; ammonia; hydrogen; chloroformic acid ethyl ester; triethylamine; benzylamine; lithium diisopropyl amide; palladium on activated charcoal; In methanol; ethanol;
DOI:10.1021/jm00015a009

Reference yield:

: 131880-00-7
(1S,5S,5(2S))-3-oxo-5-<<5-oxo-1-(phenylmethyl)-2-pyrrolidinyl>methyl>-cyclohexaneacetic acid ethyl ester

: (1S,3S,5(2S),5S)-3-<(1H-imidazol-5-yl)methyl>-5-<(5-oxo-2-pyrrolidinyl)methyl>cyclohexaneacetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) LDA / 1.) ether, hexane, THF, from -15 to -20 deg C, 0.5 h, 2.) ether, hexane, THF, a.) -15 deg C, 15 min, b.) 0 deg C, 2.5 h

2: 1.) benzylamine / 1.) MeOH, RT, 1 h, 2.) MeOH, RT, overnight

3: H₂ / 10percent Pd/C / methanol / 760 Torr / Ambient temperature

4: KOH / ethanol / 0.5 h / 75 °C

5: 1.) ethyl chloroformate, Et₃N, 2.) NH₃(gas) / 1.) CHCl₃, 0 deg C, 30 min, 2.) CHCl₃, RT, 2 h

6: 51 percent / H₂ / 10percent Pd/C / methanol / 50 °C / 2585.7 Torr

7: 56 percent / NH₃(liquid), Na / tetrahydrofuran / 0.5 h / -33 °C

With potassium hydroxide; ammonia; hydrogen; sodium; chloroformic acid ethyl ester; triethylamine; benzylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;
DOI:10.1021/jm00015a009