Piperidine → [4S]-1-[(Phenylmethoxy)carbonyl]-4-(1-piperidinyl)-L-proline, methyl ester

HRID 615253Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 615253
[C:1]1([CH2:7][O:8][C:9]([N:11]2[CH2:19][C@H:18](OS(C3C=CC(C)=CC=3)(=O)=O)[CH2:17][C@H:12]2[C:13]([O:15][CH3:16])=[O:14])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>>[C:1]1([CH2:7][O:8][C:9]([N:11]2[CH2:19][C@@H:18]([N:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)[CH2:17][C@H:12]2[C:13]([O:15][CH3:16])=[O:14])=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

3

Edukt 2

HCID 8082PiperidineHCID 391525Zofenopril Impurity 4

Produkt 1

HCID 131712640[4S]-1-[(Phenylmethoxy)carbonyl]-4-(1-piperidinyl)-L-proline, methyl ester

Versuchsvorschrift

A mixture of 15.0 g of 1-[(phenylmethoxy)carbonyl]-trans-4-tosyloxy-L-proline, methyl ester (J.A.C.S., 79, 191 (1957)) and 75 ml of piperidine is stirred at room temperature for 24 hours. The excess piperidine is removed under reduced pressure and the residue is dissolved in 50 ml of chloroform. The latter solution is extracted twice with 10 ml portions of water, dried (MgSO4), filtered and the solvent evaporated to give the title compound.

Aufarbeitung

  1. customThe excess piperidine is removed under reduced pressure
  2. dissolutionthe residue is dissolved in 50 ml of chloroform
  3. extractionThe latter solution is extracted twice with 10 ml portions of water
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-138bb0637ede47969f61ed1d5be2fe6f
Quelldatensatz
uspto-grants-1985_02
Patentnummer
US04497953

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