Water → HCID 59043085, Verbindung

HRID 2120972Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2120972
[C:1]([O:5][C:6](=[O:23])[C@@H:7]([NH:13][S:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(=[O:16])=[O:15])[CH2:8][CH2:9][C:10](O)=[O:11])([CH3:4])([CH3:3])[CH3:2].ClC(OCC)=O.[C:30]1([CH2:36][N:37]2[CH2:42][CH2:41][C:40]3([CH2:47][CH2:46][NH:45][CH2:44][CH2:43]3)[CH2:39][CH2:38]2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.O>C1COCC1.C(N(CC)CC)C>[C:17]1([S:14]([NH:13][C@@H:7]([CH2:8][CH2:9][C:10](=[O:11])[N:45]2[CH2:46][CH2:47][C:40]3([CH2:39][CH2:38][N:37]([CH2:36][C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=4)[CH2:42][CH2:41]3)[CH2:43][CH2:44]2)[C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:23])(=[O:15])=[O:16])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 10928Ethyl chloroformateHCID 4195333-Benzyl-3,9-diazaspiro[5.5]undecaneHCID 59043077HCID 59043077, Verbindung

Produkt 1

HCID 59043085HCID 59043085, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

A solution of 6.82 g (19.86 mmol) of the intermediate from Step B in 20 ml dry THF containing 2.8 ml triethylamine was cooled to −10° C. 2.15 g (19.8 mmol) ethyl chloroformate were added dropwise, and the mixture was stirred for ten minutes, while a precipitate was formed spontaneously. A solution of 4.85 g (19.86 mmol) of the intermediate from Example 20, Step D in a mixture of 24 ml dry THF and 5.3 ml triethylamine was added quickly in small portions. It was warmed to room temperature, stirred over night, poured into water, and extracted three times with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, and concentrated under reduced pressure, and the title compound was obtained by chromatography on silica gel with dichloromethane/ethanol 93:7.

Aufarbeitung

  1. customwas formed spontaneously
  2. additionwas added quickly in small portions
  3. stirringstirred over night
  4. extractionextracted three times with ethyl acetate
  5. washThe combined organic layers were washed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8e4ae1f0003245d88becd90f6b973bb2
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06693109B2

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