(2S,5S)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-oxoheptyl)pyrrolidine

Base Information

Chemical Name:(2S,5S)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-oxoheptyl)pyrrolidine
CAS No.:134822-30-3
Molecular Formula:C₃₀H₄₁NO₄
Molecular Weight:479.66
Hs Code.:

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

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

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

There total 20 articles about (2S,5S)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-oxoheptyl)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: 82.0%

: 134822-29-0,134930-28-2
(2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-hydroxyheptyl)pyrrolidine

: 134822-30-3
(2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-oxoheptyl)pyrrolidine

Guidance literature:: With dipyridinium dichromate; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1021/jo00045a034

Reference yield:

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

: 134822-30-3
(2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-oxoheptyl)pyrrolidine

Guidance literature:: Multi-step reaction with 10 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: 73 percent / pyridinium dichromate / CH₂Cl₂ / 12 h / Ambient temperature

9: 87 percent / tetrahydrofuran / 1 h / 0 °C

10: 82 percent / pyridinium dichromate / CH₂Cl₂ / 24 h / Ambient temperature

With dmap; ruthenium trichloride; potassium hydroxide; sodium periodate; dipyridinium dichromate; 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

: 134822-30-3
(2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-oxoheptyl)pyrrolidine

Guidance literature:: Multi-step reaction with 8 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

6: 73 percent / pyridinium dichromate / CH₂Cl₂ / 12 h / Ambient temperature

7: 87 percent / tetrahydrofuran / 1 h / 0 °C

8: 82 percent / pyridinium dichromate / CH₂Cl₂ / 24 h / Ambient temperature

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