1-Boc-Azetidine-3-carboxylic acid → 3beta-(N-(tert-Butoxycarbonyl)azetidin-3-ylcarbonyloxy)androstane-6,17-dione

HRID 42128Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 42128
[OH:1][C@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[CH:4]([C:5](=[O:22])[CH2:6][C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C:11]2=[O:21])[CH2:3]1.[C:23]([O:27][C:28]([N:30]1[CH2:33][CH:32]([C:34](O)=[O:35])[CH2:31]1)=[O:29])([CH3:26])([CH3:25])[CH3:24]>>[C:23]([O:27][C:28]([N:30]1[CH2:33][CH:32]([C:34]([O:1][C@H:2]2[CH2:19][CH2:18][C@@:17]3([CH3:20])[CH:4]([C:5](=[O:22])[CH2:6][C@@H:7]4[C@@H:16]3[CH2:15][CH2:14][C@@:12]3([CH3:13])[C@H:8]4[CH2:9][CH2:10][C:11]3=[O:21])[CH2:3]2)=[O:35])[CH2:31]1)=[O:29])([CH3:26])([CH3:25])[CH3:24]

Komponenten

3

Edukt 2

HCID 27559811-Boc-Azetidine-3-carboxylic acidHCID 690126423beta-Hydroxy-5alpha-androstan-6,17-dione

Produkt 1

HCID 690094363beta-(N-(tert-Butoxycarbonyl)azetidin-3-ylcarbonyloxy)androstane-6,17-dioneAusbeute 65 %

Versuchsvorschrift

Prepared in 65% yield from 3β-hydroxyandrostane-6,17-dione and 1-(tert-butoxycarbonyl)-3-azetidinecarboxylic acid by the procedure described in Prepn. 43. 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 4.66 (1H, m), 4.50-1.00 (29H, m), 1.35 (9H, s), 0.78 (3H, s), 0.69 (3H, s).

Quellen und Nachweise

ORD-Eintrag
ord-e24ff23a939d43e0b0c3f559f688a598
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536160B2

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