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4-Methylmorpholine → isobutyl N-[9-(3,17beta-dihydroxyoestra-1,3,5(10)-trien-7alpha-yl)nonyl]-N-methylcarbamoate

HRID 543018
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 543018
CN1CCOCC1.Cl[C:9]([O:11][CH2:12][CH:13]([CH3:15])[CH3:14])=[O:10].[CH3:16][NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C@@H:27]1[CH2:44][C:43]2[CH:42]=[C:41]([OH:45])[CH:40]=[CH:39][C:38]=2[C@@H:37]2[C@@H:28]1[C@H:29]1[C@@:33]([CH2:35][CH2:36]2)([CH3:34])[C@@H:32]([OH:46])[CH2:31][CH2:30]1.C(=O)(O)[O-].[Na+]>O1CCCC1>[OH:45][C:41]1[CH:40]=[CH:39][C:38]2[C@@H:37]3[C@H:28]([C@H:29]4[C@@:33]([CH2:35][CH2:36]3)([CH3:34])[C@@H:32]([OH:46])[CH2:31][CH2:30]4)[C@H:27]([CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][N:17]([CH3:16])[C:9](=[O:10])[O:11][CH2:12][CH:13]([CH3:15])[CH3:14])[CH2:44][C:43]=2[CH:42]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 516892Sodium BicarbonateHCID 543355367alpha-(9-Methylaminononyl)oestra-1,3,5(10)-triene-3,17beta-diol

Produkt 1

HCID 70447132isobutyl N-[9-(3,17beta-dihydroxyoestra-1,3,5(10)-trien-7alpha-yl)nonyl]-N-methylcarbamoate

Reagenzien, Katalysatoren, Lösungsmittel

1
HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

N-Methylmorpholine (0.028 ml.) and isobutyl chloroformate (0.038 ml.) were successively added to a stirred solution of 7α-(9-methylaminononyl)oestra-1,3,5(10)-trien-3,17β-diol (Example 28; 0.08 g.) in tetrahydrofuran (3 ml.) and the mixture was stirred at laboratory temperature for 150 minutes. Saturated aqueous sodium bicarbonate solution (2 ml.) was added and the mixture was extracted three times with methylene chloride (10 ml. each time). The combined extracts were washed with water (5 ml.), dried and evaporated to dryness and there was thus obtained as residual oil isobutyl N-[9-(3,17β-dihydroxyoestra-1,3,5(10)-trien-7α-yl)nonyl]-N-methylcarbamoate.

Aufarbeitung

  1. extractionthe mixture was extracted three times with methylene chloride (10 ml
  2. washThe combined extracts were washed with water (5 ml.)
  3. customdried
  4. customevaporated to dryness and there

Quellen und Nachweise

ORD-Eintrag
ord-3b9b5f4e451c4dc8a22c6f2d88fc1100
Quelldatensatz
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04659516

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