Ethyl 2-(4,4,5,5,5-pentafluoropentyl)-8-nonenoate → 10-(3,17beta-Dihydroxyestra-1,3,5(10)-trien-11beta-yl)-2-(4,4,5,5,5-pentafluoropentyl)decanoic acid

HRID 460480Notes

Reaction equation

HRID 460480 reaction equation
C([O:8][C:9]1[CH:26]=[CH:25][C:24]2[C:23]3[C@H:14]([C@H:15]4[C@@:19]([CH2:21][C:22]=3[CH2:27]C=C)([CH3:20])[C@@H:18]([O:30]CC3C=CC=CC=3)[CH2:17][CH2:16]4)[CH2:13][CH2:12][C:11]=2[CH:10]=1)C1C=CC=CC=1.[F:38][C:39]([F:60])([C:56]([F:59])([F:58])[F:57])[CH2:40][CH2:41][CH2:42][CH:43]([CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH:54]=[CH2:55])[C:44]([O:46]CC)=[O:45]>>[OH:8][C:9]1[CH:26]=[CH:25][C:24]2[C@@H:23]3[C@H:14]([C@H:15]4[C@@:19]([CH2:21][C@@H:22]3[CH2:27][CH2:55][CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH:43]([CH2:42][CH2:41][CH2:40][C:39]([F:38])([F:60])[C:56]([F:57])([F:58])[F:59])[C:44]([OH:46])=[O:45])([CH3:20])[C@@H:18]([OH:30])[CH2:17][CH2:16]4)[CH2:13][CH2:12][C:11]=2[CH:10]=1

Participants

3

Reactant 2

HCID 12043782Ethyl 2-(4,4,5,5,5-pentafluoropentyl)-8-nonenoateHCID 694132253,17beta-Bis(benzyloxy)-11-(2-propenyl)estra-1,3,5(10),9(11)-tetraene

Product 1

HCID 8658853410-(3,17beta-Dihydroxyestra-1,3,5(10)-trien-11beta-yl)-2-(4,4,5,5,5-pentafluoropentyl)decanoic acid

Procedure

Starting with the 3,17β-bis(benzyloxy)-11-(2-propenyl) estra-1,3,5(10),9(11)-tetraene prepared in Example 20 and ethyl 2-(4,4,5,5,5-pentafluoro-pentyl)-8-nonenoate prepared separately, the same procedure as shown in Example 20 was repeated to give 10-(3,17β-dihydroxyestra-1,3,5(10)-trien-11β-yl)-2-(4,4,5,5,5-pentafluoropentyl)decanoic acid.

Workup

  1. customprepared separately

Sources & evidence

ORD record
ord-8c04f900810c4a45a6e9bf042b21746d
Source dataset
uspto-grants-2007_03
Patent number
US07196081B2

Reaction notes

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