Ethyl 2-(4,4,5,5,6,6,7,7,7-nonafluoroheptyl)-8-nonenoate → 10-(3,17beta-Dihydroxyestra-1,3,5(10)-trien-11beta-yl)2-(4,4,5,5,6,6,7,7,7-nonafluoroheptyl)decanoic acid

HRID 460481Notes

Reaction equation

HRID 460481 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][CH:28]=[CH2:29])([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:66])([C:56]([F:65])([F:64])[C:57]([F:63])([F:62])[C:58]([F:61])([F:60])[F:59])[CH2:40][CH2:41][CH2:42][CH:43]([CH2:49][CH2:50][CH2:51][CH2:52][CH2:53]C=C)[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][CH2:28][CH2:29][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH:43]([CH2:42][CH2:41][CH2:40][C:39]([F:38])([F:66])[C:56]([F:64])([F:65])[C:57]([F:63])([F:62])[C:58]([F:61])([F:59])[F:60])[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 12015793Ethyl 2-(4,4,5,5,6,6,7,7,7-nonafluoroheptyl)-8-nonenoateHCID 694132253,17beta-Bis(benzyloxy)-11-(2-propenyl)estra-1,3,5(10),9(11)-tetraene

Product 1

HCID 1213658910-(3,17beta-Dihydroxyestra-1,3,5(10)-trien-11beta-yl)2-(4,4,5,5,6,6,7,7,7-nonafluoroheptyl)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-(4,4,5,5,6,6,7,7,7-nonafluoroheptyl)-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-(4,4,5,5,6,6,7,7,7-nonafluoroheptyl)decanoic acid.

Workup

  1. customprepared separately

Sources & evidence

ORD record
ord-a2400247151c4de9a765f7202ba7a921
Source dataset
uspto-grants-2007_03
Patent number
US07196081B2

Reaction notes

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