(2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-hydroxybutyl)pyrrolidine

Base Information

Chemical Name:(2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-hydroxybutyl)pyrrolidine
CAS No.:142841-55-2
Molecular Formula:C₂₀H₃₁NO₃
Molecular Weight:333.471
Hs Code.:

Synonyms:(2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-hydroxybutyl)pyrrolidine

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Chemical Property of (2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-hydroxybutyl)pyrrolidine

Chemical Property:

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Technology Process of (2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-hydroxybutyl)pyrrolidine

There total 11 articles about (2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-hydroxybutyl)pyrrolidine 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:

: 131618-40-1
(5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol

: 142841-55-2
(2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-hydroxybutyl)pyrrolidine

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature

3: thionyl chloride, triethylamine / CH₂Cl₂ / 0.08 h / Ambient temperature

4: RuCl₃*H₂O, NaIO₄ / CCl₄; acetonitrile; H₂O / 1 h / 0 °C

6: 20percent aq. K₂CO₃ / CH₂Cl₂ / 0.25 h / ice bath

7: 97 percent / 1percent methanolic KOH / methanol / 0.5 h / Ambient temperature

8: 84 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h

9: 81 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

10: H₂, conc. HCl / 10percent Pd-C / methanol / 1 h / 760 Torr

11: 20percent aq. KOH / CHCl₃ / 0.33 h / ice cooling

With hydrogenchloride; dmap; ruthenium trichloride; potassium hydroxide; sodium periodate; lithium aluminium tetrahydride; thionyl chloride; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; chloroform; water; acetonitrile;
DOI:10.1021/jo00045a034

Reference yield:

: 134822-25-6
(2R,5R)-2-<4-(benzoyloxy)butyl>-5-<4-(benzyloxy)butyl>pyrrolidine

: 142841-55-2
(2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-hydroxybutyl)pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 20percent aq. K₂CO₃ / CH₂Cl₂ / 0.25 h / ice bath

2: 97 percent / 1percent methanolic KOH / methanol / 0.5 h / Ambient temperature

3: 84 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h

4: 81 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

5: H₂, conc. HCl / 10percent Pd-C / methanol / 1 h / 760 Torr

6: 20percent aq. KOH / CHCl₃ / 0.33 h / ice cooling

With hydrogenchloride; dmap; potassium hydroxide; lithium aluminium tetrahydride; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1021/jo00045a034

Reference yield:

: 134822-27-8
(2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-hydroxybutyl)pyrrolidine

: 142841-55-2
(2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-hydroxybutyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h

2: 81 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

3: H₂, conc. HCl / 10percent Pd-C / methanol / 1 h / 760 Torr

4: 20percent aq. KOH / CHCl₃ / 0.33 h / ice cooling

With hydrogenchloride; dmap; potassium hydroxide; lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1021/jo00045a034