(2S,5S)-N-<(benzyloxy)carbonyl>-2-<7-(benzyloxy)-4-oxoheptyl>-5-butylpyrrolidine

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Chemical Name:(2S,5S)-N-<(benzyloxy)carbonyl>-2-<7-(benzyloxy)-4-oxoheptyl>-5-butylpyrrolidine
CAS No.:142841-58-5
Molecular Formula:C₃₀H₄₁NO₄
Molecular Weight:479.66
Hs Code.:

Synonyms:(2S,5S)-N-<(benzyloxy)carbonyl>-2-<7-(benzyloxy)-4-oxoheptyl>-5-butylpyrrolidine

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Chemical Property of (2S,5S)-N-<(benzyloxy)carbonyl>-2-<7-(benzyloxy)-4-oxoheptyl>-5-butylpyrrolidine

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Technology Process of (2S,5S)-N-<(benzyloxy)carbonyl>-2-<7-(benzyloxy)-4-oxoheptyl>-5-butylpyrrolidine

There total 29 articles about (2S,5S)-N-<(benzyloxy)carbonyl>-2-<7-(benzyloxy)-4-oxoheptyl>-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: 95.0%

: 142841-57-4
(2R,5R)-N-<(benzyloxy)carbonyl>-2-<7-(benzyloxy)-4-hydroxyheptyl>-5-butylpyrrolidine

: 142841-58-5
(2R,5R)-N-<(benzyloxy)carbonyl>-2-<7-(benzyloxy)-4-oxoheptyl>-5-butylpyrrolidine

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

Reference yield:

: 131618-30-9
(5R,8R)-5,8-Bis<(tert-butyldimethylsilyl)oxy>-1,12-dodecanediol

: 142841-58-5
(2S,5S)-N-<(benzyloxy)carbonyl>-2-<7-(benzyloxy)-4-oxoheptyl>-5-butylpyrrolidine

Guidance literature:: Multi-step reaction with 12 steps

1: 46 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 92 percent / CBr₄, triphenylphosphine / CH₂Cl₂ / 0.17 h / 0 °C

3: 84 percent / triethylamine, H₂ / 10percent Pd-C / methanol / 1 h / 760 Torr

4: 91 percent / 1 M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

5: thionyl chloride, triethylamine / CH₂Cl₂ / Ambient temperature

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

8: 20percent aq. K₂CO₃ / CH₂Cl₂ / ice bath

9: 90 percent / 15percent aq. NaOH / tetrahydrofuran; methanol / 2 h / Ambient temperature

10: 1) oxalyl chloride, DMSO; 2b) triethylamine / 1) CH₂Cl₂, -78 deg C, 30 min; 2) CH₂Cl₂, a) -78 deg C, 1 h, b) triethylamine, room temperature, 15 min

11: 1) Mg / tetrahydrofuran / 1 h / 0 °C

12: pyridinium dichromate / CH₂Cl₂ / 24 h / Ambient temperature

With dmap; ruthenium trichloride; sodium hydroxide; sodium periodate; dipyridinium dichromate; thionyl chloride; oxalyl dichloride; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; magnesium; dimethyl sulfoxide; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00045a034

Reference yield:

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

: 142841-58-5
(2R,5R)-N-<(benzyloxy)carbonyl>-2-<7-(benzyloxy)-4-oxoheptyl>-5-butylpyrrolidine

Guidance literature:: Multi-step reaction with 14 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

12: 61 percent / pyridinium dichromate / CH₂Cl₂ / 24 h / Ambient temperature

13: 1) Mg / 1) THF; 2) THF, 0 deg C, 1 h

14: 95 percent / pyridinium dichromate / CH₂Cl₂ / 24 h / Ambient temperature

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