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

Base Information

Chemical Name:(2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-hydroxybutyl)pyrrolidine
CAS No.:134822-27-8
Molecular Formula:C₂₇H₃₇NO₄
Molecular Weight:439.595
Hs Code.:

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

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

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

There total 14 articles about (2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-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: 97.0%

: 134822-26-7
(2R,5R)-2-<4-(benzoyloxy)butyl>-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>pyrrolidine

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

Guidance literature:: With potassium hydroxide; In methanol; for 0.5h; Ambient temperature;
DOI:10.1021/jo00045a034

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 134822-20-1
(5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-dodecanediol

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

Guidance literature:: Multi-step reaction with 5 steps

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

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

4: 20percent aq. K₂CO₃ / CH₂Cl₂ / 0.25 h / ice bath

5: 97 percent / 1percent methanolic KOH / methanol / 0.5 h / Ambient temperature

With ruthenium trichloride; potassium hydroxide; sodium periodate; thionyl chloride; potassium carbonate; triethylamine; In methanol; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00045a034