(2R,5R)-N-<(benzyloxy)carbonyl>-2-<4-(benzoyloxy)butyl>-5-butylpyrrolidine

Base Information

Chemical Name:(2R,5R)-N-<(benzyloxy)carbonyl>-2-<4-(benzoyloxy)butyl>-5-butylpyrrolidine
CAS No.:142841-53-0
Molecular Formula:C₂₇H₃₇NO₃
Molecular Weight:423.596
Hs Code.:

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

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

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

There total 9 articles about (2R,5R)-N-<(benzyloxy)carbonyl>-2-<4-(benzoyloxy)butyl>-5-butylpyrrolidine 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%

: 142841-52-9
(2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-<4-(p-toluenesulfonyloxy)butyl>pyrrolidine

: 142841-53-0
(2R,5R)-N-<(benzyloxy)carbonyl>-2-<4-(benzoyloxy)butyl>-5-butylpyrrolidine

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1021/jo00045a034

Reference yield:

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

: 142841-53-0
(2R,5R)-N-<(benzyloxy)carbonyl>-2-<4-(benzoyloxy)butyl>-5-butylpyrrolidine

Guidance literature:: Multi-step reaction with 9 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

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

Reference yield:

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

: 142841-53-0
(2R,5R)-N-<(benzyloxy)carbonyl>-2-<4-(benzoyloxy)butyl>-5-butylpyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

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

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

With dmap; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00045a034