5-((2S,3R,5R)-3-Benzenesulfonyl-1-benzyl-5-butyl-pyrrolidin-2-yl)-pentan-2-one

Base Information

Chemical Name:5-((2S,3R,5R)-3-Benzenesulfonyl-1-benzyl-5-butyl-pyrrolidin-2-yl)-pentan-2-one
CAS No.:200411-27-4
Molecular Formula:C₂₆H₃₅NO₃S
Molecular Weight:441.635
Hs Code.:

Synonyms:5-((2S,3R,5R)-3-Benzenesulfonyl-1-benzyl-5-butyl-pyrrolidin-2-yl)-pentan-2-one

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Chemical Property of 5-((2S,3R,5R)-3-Benzenesulfonyl-1-benzyl-5-butyl-pyrrolidin-2-yl)-pentan-2-one

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Technology Process of 5-((2S,3R,5R)-3-Benzenesulfonyl-1-benzyl-5-butyl-pyrrolidin-2-yl)-pentan-2-one

There total 10 articles about 5-((2S,3R,5R)-3-Benzenesulfonyl-1-benzyl-5-butyl-pyrrolidin-2-yl)-pentan-2-one 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:

: 80696-28-2,16397-19-6
(2R)-2-amino-2-butyl-1-ethanol

: 200411-27-4
5-((2S,3R,5R)-3-Benzenesulfonyl-1-benzyl-5-butyl-pyrrolidin-2-yl)-pentan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) NEt₃, 2.) NaH / 1.) THF, 0 deg C to r.t., 12 h, 2.) r.t., 1-2 weeks

2: BuLi / tetrahydrofuran; various solvent(s) / 1.) -78 deg C, 2.) -78 deg C to r.t., 12 h

3: BF₃*OEt₂ / methanol; CH₂Cl₂ / 12 h / Ambient temperature

4: pyridine / CH₂Cl₂ / 12 h / Ambient temperature

5: 1.) THF, Me₂N(CH₂)2NMe₂, -78 deg C, 40 min, 2.) -78 deg C to r.t., 12 h

6: 89 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / 0.02 h / Ambient temperature

7: 79 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / 12 h / Ambient temperature

8: DIBAL-H / CH₂Cl₂ / 2 h / -78 - 20 °C

9: 1.) Hg(OAc)2, 2.) PdCl₂, CuCl₂ / 1.) THF, H₂O, r.t., 1 h, 2.) r.t., 1.5 h

With pyridine; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; mercury(II) diacetate; sodium hydride; diisobutylaluminium hydride; triethylamine; copper dichloride; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1039/a706333d

Reference yield:

: 3112-85-4
methylphenylsulfonate

: 200411-27-4
5-((2S,3R,5R)-3-Benzenesulfonyl-1-benzyl-5-butyl-pyrrolidin-2-yl)-pentan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: BuLi / tetrahydrofuran; various solvent(s) / 1.) -78 deg C, 2.) -78 deg C to r.t., 12 h

2: BF₃*OEt₂ / methanol; CH₂Cl₂ / 12 h / Ambient temperature

3: pyridine / CH₂Cl₂ / 12 h / Ambient temperature

4: 1.) THF, Me₂N(CH₂)2NMe₂, -78 deg C, 40 min, 2.) -78 deg C to r.t., 12 h

5: 89 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / 0.02 h / Ambient temperature

6: 79 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / 12 h / Ambient temperature

7: DIBAL-H / CH₂Cl₂ / 2 h / -78 - 20 °C

8: 1.) Hg(OAc)2, 2.) PdCl₂, CuCl₂ / 1.) THF, H₂O, r.t., 1 h, 2.) r.t., 1.5 h

With pyridine; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; mercury(II) diacetate; diisobutylaluminium hydride; copper dichloride; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1039/a706333d

Reference yield:

: 98-88-4
benzoyl chloride

: 200411-27-4
5-((2S,3R,5R)-3-Benzenesulfonyl-1-benzyl-5-butyl-pyrrolidin-2-yl)-pentan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / CH₂Cl₂ / 12 h / Ambient temperature

2: 1.) THF, Me₂N(CH₂)2NMe₂, -78 deg C, 40 min, 2.) -78 deg C to r.t., 12 h

3: 89 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / 0.02 h / Ambient temperature

4: 79 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / 12 h / Ambient temperature

5: DIBAL-H / CH₂Cl₂ / 2 h / -78 - 20 °C

6: 1.) Hg(OAc)2, 2.) PdCl₂, CuCl₂ / 1.) THF, H₂O, r.t., 1 h, 2.) r.t., 1.5 h

With pyridine; potassium tert-butylate; mercury(II) diacetate; diisobutylaluminium hydride; copper dichloride; palladium dichloride; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1039/a706333d