Hexachloroacetone → 7alpha-Chloro-5,6beta-epoxy-15beta,16beta-methylen-3beta-pivaloyloxy-5beta-androstan-17-one

HRID 391168

Reaktionsgleichung

Reaktionsgleichung von HRID 391168
[O:1]1[C@@H:3]2[C@H:4](O)[C@@H:5]3[C@@H:14]([C@@:15]4([CH3:27])[CH2:16][CH2:17][C@H:18]([O:20][C:21](=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:19][C@@:2]124)[CH2:13][CH2:12][C@@:10]1([CH3:11])[C@H:6]3[C@@H:7]2[CH2:29][C@@H:8]2[C:9]1=[O:28].[Cl:31]C(Cl)(Cl)C(C(Cl)(Cl)Cl)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl>[Cl:31][C@@H:4]1[C@H:3]2[O:1][C@:2]32[C@:15]([CH3:27])([CH2:16][CH2:17][C@H:18]([O:20][C:21](=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:19]3)[C@@H:14]2[C@@H:5]1[C@H:6]1[C@@:10]([CH2:12][CH2:13]2)([CH3:11])[C:9](=[O:28])[C@H:8]2[CH2:29][C@@H:7]12

Komponenten

5

Edukt 3

HCID 8303HexachloroacetoneHCID 11776TriphenylphosphineHCID 130759585,6beta-Epoxy-7beta-hydroxy-15beta,16beta-methylen-3beta-pivaloyloxy-5beta-androstan-17-one

Produkt 1

HCID 130759607alpha-Chloro-5,6beta-epoxy-15beta,16beta-methylen-3beta-pivaloyloxy-5beta-androstan-17-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
12.5 °C

Versuchsvorschrift

reaction of compound 2 with hexachloroacetone in dichloromethane added with triphenylphosphine at a temperature of 0-5° C. followed by heating to 10-15° C., to yield 7α-chloro-5,6β-epoxy-15β,16β-methylen-3β-pivaloyloxy-5β-androstan-17-one 3:

Quellen und Nachweise

ORD-Eintrag
ord-226c6300fa36463398b09b01d9934d6c
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383809B2

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