(2S)-cis-1-(phenylsulfonyl)-2-(1-hydroxybutyl)-5-heptylpyrrolidine

Base Information

Chemical Name:(2S)-cis-1-(phenylsulfonyl)-2-(1-hydroxybutyl)-5-heptylpyrrolidine
CAS No.:95513-27-2
Molecular Formula:C₂₁H₃₅NO₃S
Molecular Weight:381.58
Hs Code.:

Synonyms:

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Chemical Property of (2S)-cis-1-(phenylsulfonyl)-2-(1-hydroxybutyl)-5-heptylpyrrolidine

Chemical Property:

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Technology Process of (2S)-cis-1-(phenylsulfonyl)-2-(1-hydroxybutyl)-5-heptylpyrrolidine

There total 15 articles about (2S)-cis-1-(phenylsulfonyl)-2-(1-hydroxybutyl)-5-heptylpyrrolidine 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%

: 95513-26-1,95587-02-3,95587-09-0,95587-10-3
(2S)-cis-2-(1-hydroxybutyl)-5-heptylpyrrolidine

: 98-09-9
benzenesulfonyl chloride

: 95513-27-2,95587-03-4
(2S)-cis-1-(phenylsulfonyl)-2-(1-hydroxybutyl)-5-heptylpyrrolidine

Guidance literature:: With sodium hydroxide; In chloroform; 1.) 0 deg C, 1 h, 2.) RT, 2 h;
DOI:10.1021/jo00208a016

Reference yield:

: 66471-52-1
2-hydroxyoctanenitrile

: 95513-27-2,95587-03-4
(2S)-cis-1-(phenylsulfonyl)-2-(1-hydroxybutyl)-5-heptylpyrrolidine

Guidance literature:: Multi-step reaction with 14 steps

1: 40percent H₂SO₄ / 3 h / 125 °C

2: 6 N NaOH

3: 83 percent / triethylamine / ethyl acetate / 7 h / Heating

4: 1.) pyridine / 1.) CH₂Cl₂, a) - 22 deg C, 15 min, b) 22 deg C, 15 min, 2.) RT, 1 h

5: acetonitrile / 1.) 0 deg C, 15 min, 2.) RT, 4 h

6: 1.) triphenyl phosphine, 2.) 1-methylpiperidine / 1.) CH₂Cl₂, 30 min, 2.) 0 deg C, 5 h

7: 86 percent / cyclohexene / 10percent Pd/C / methanol / 0.25 h / Heating

8: NaBH₄ / methanol / 0.5 h

9: K₂CO₃ / acetonitrile / 1.) 0 deg C, 30 min, 2.) RT, 16 h

10: 97 percent / AcOH, water / propan-1-ol / 6 h / Heating

11: diethyl ether / 1.) -78 deg C, 1 h, 2.) 0 deg C, 12 h

12: NaBH₄ / ethanol / 1.) 0 deg C, 1 h, 2.) RT, 5 h

13: 98 percent / H₂ / 10percent Pd/C / acetic acid / 10 h / 2844.3 Torr / Ambient temperature

14: 92 percent / 20percent aq. NaOH / CHCl₃ / 1.) 0 deg C, 1 h, 2.) RT, 2 h

With pyridine; N-methylcyclohexylamine; sodium hydroxide; sodium tetrahydroborate; sulfuric acid; water; hydrogen; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; cyclohexene; palladium on activated charcoal; In methanol; propan-1-ol; diethyl ether; ethanol; chloroform; acetic acid; ethyl acetate; acetonitrile;
DOI:10.1021/jo00208a016

Reference yield:

: 28870-09-9
2-hydroxy-octanoic acid amide

: 95513-27-2,95587-03-4
(2S)-cis-1-(phenylsulfonyl)-2-(1-hydroxybutyl)-5-heptylpyrrolidine

Guidance literature:: Multi-step reaction with 13 steps

1: 6 N NaOH

2: 83 percent / triethylamine / ethyl acetate / 7 h / Heating

3: 1.) pyridine / 1.) CH₂Cl₂, a) - 22 deg C, 15 min, b) 22 deg C, 15 min, 2.) RT, 1 h

4: acetonitrile / 1.) 0 deg C, 15 min, 2.) RT, 4 h

5: 1.) triphenyl phosphine, 2.) 1-methylpiperidine / 1.) CH₂Cl₂, 30 min, 2.) 0 deg C, 5 h

6: 86 percent / cyclohexene / 10percent Pd/C / methanol / 0.25 h / Heating

7: NaBH₄ / methanol / 0.5 h

8: K₂CO₃ / acetonitrile / 1.) 0 deg C, 30 min, 2.) RT, 16 h

9: 97 percent / AcOH, water / propan-1-ol / 6 h / Heating

10: diethyl ether / 1.) -78 deg C, 1 h, 2.) 0 deg C, 12 h

11: NaBH₄ / ethanol / 1.) 0 deg C, 1 h, 2.) RT, 5 h

12: 98 percent / H₂ / 10percent Pd/C / acetic acid / 10 h / 2844.3 Torr / Ambient temperature

13: 92 percent / 20percent aq. NaOH / CHCl₃ / 1.) 0 deg C, 1 h, 2.) RT, 2 h

With pyridine; N-methylcyclohexylamine; sodium hydroxide; sodium tetrahydroborate; water; hydrogen; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; cyclohexene; palladium on activated charcoal; In methanol; propan-1-ol; diethyl ether; ethanol; chloroform; acetic acid; ethyl acetate; acetonitrile;
DOI:10.1021/jo00208a016