(2R,5S)-2-Butyl-5-(4-oxo-pentyl)-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(2R,5S)-2-Butyl-5-(4-oxo-pentyl)-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester
CAS No.:119905-39-4
Molecular Formula:C₂₁H₂₉NO₃
Molecular Weight:343.466
Hs Code.:

Synonyms:(2R,5S)-2-Butyl-5-(4-oxo-pentyl)-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

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Chemical Property of (2R,5S)-2-Butyl-5-(4-oxo-pentyl)-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

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Technology Process of (2R,5S)-2-Butyl-5-(4-oxo-pentyl)-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

There total 16 articles about (2R,5S)-2-Butyl-5-(4-oxo-pentyl)-2,5-dihydro-pyrrole-1-carboxylic acid benzyl 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: 81.0%

: 119905-38-3
(2R,5S)-2-Butyl-5-pent-4-enyl-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

: 119905-39-4
(2R,5S)-2-Butyl-5-(4-oxo-pentyl)-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

Guidance literature:: With oxygen; copper dichloride; palladium dichloride; In water; N,N-dimethyl-formamide; at 70 ℃;
DOI:10.1016/S0040-4039(00)82186-3

Reference yield:

: 117941-01-2
(2S,3S,4S)-1-(Benzyloxy)-2,3-bis<(methoxymethyl)oxy>octan-4-ol

: 119905-39-4
(2R,5S)-2-Butyl-5-(4-oxo-pentyl)-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: PhP₃, EtOOC-N=N-COOEt / tetrahydrofuran / 0 - 25 °C

2: Hydrogen / Pd/C / methanol

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) -78 deg C, CH₂Cl₂

4: tetrahydrofuran / -78 °C

5: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) -78 deg C, CH₂Cl₂

6: 83 percent / L-Selectride / tetrahydrofuran / -78 °C / d.e.= 96percent, var.: LS-Selectride: d.e.= 94percent

7: NH₂NH₂*H₂O / ethanol / Heating

8: aq. Na₂CO₃ / CH₂Cl₂ / 0 °C

9: Et₃N / CH₂Cl₂ / 0 °C

10: 83 percent / t-BuOK / tetrahydrofuran / Ambient temperature

11: concd. HCl / methanol / Heating

12: imidazole, triiodoimidazole, Ph₃P / toluene / Heating

13: 93 percent / Ph₃P, Zn / Heating

14: 81 percent / O₂, PdCl₂, CuCl₂, / dimethylformamide; H₂O / 70 °C

With 1H-imidazole; hydrogenchloride; oxalyl dichloride; tri-iodoimidazole; potassium tert-butylate; hydrogen; oxygen; L-Selectride; sodium carbonate; hydrazine hydrate; dimethyl sulfoxide; triethylamine; triphenylphosphine; copper dichloride; palladium dichloride; zinc; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)82186-3

Reference yield:

: 117941-00-1
(2S,3R)-1-(Benzyloxy)-2,3-bis<(methoxymethyl)oxy>octan-4-one

: 119905-39-4
(2R,5S)-2-Butyl-5-(4-oxo-pentyl)-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: 95 percent / Zn(BH₄)2 / diethyl ether / -20 °C

2: PhP₃, EtOOC-N=N-COOEt / tetrahydrofuran / 0 - 25 °C

3: Hydrogen / Pd/C / methanol

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) -78 deg C, CH₂Cl₂

5: tetrahydrofuran / -78 °C

6: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) -78 deg C, CH₂Cl₂

7: 83 percent / L-Selectride / tetrahydrofuran / -78 °C / d.e.= 96percent, var.: LS-Selectride: d.e.= 94percent

8: NH₂NH₂*H₂O / ethanol / Heating

9: aq. Na₂CO₃ / CH₂Cl₂ / 0 °C

10: Et₃N / CH₂Cl₂ / 0 °C

11: 83 percent / t-BuOK / tetrahydrofuran / Ambient temperature

12: concd. HCl / methanol / Heating

13: imidazole, triiodoimidazole, Ph₃P / toluene / Heating

14: 93 percent / Ph₃P, Zn / Heating

15: 81 percent / O₂, PdCl₂, CuCl₂, / dimethylformamide; H₂O / 70 °C

With 1H-imidazole; hydrogenchloride; zinc(II) tetrahydroborate; oxalyl dichloride; tri-iodoimidazole; potassium tert-butylate; hydrogen; oxygen; L-Selectride; sodium carbonate; hydrazine hydrate; dimethyl sulfoxide; triethylamine; triphenylphosphine; copper dichloride; palladium dichloride; zinc; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)82186-3