HCID 20206891, compound → HCID 70447180, compound

HRID 543015Notes

Reaction equation

HRID 543015 reaction equation
[Br-].C(NCCCCCCCC[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)(=O)CCCCC.C([O:44][C:45]1[CH:62]=[CH:61][C:60]2[C@@H:59]3[C@H:50]([C@H:51]4[C@@:55]([CH2:57][CH2:58]3)([CH3:56])[C@@H:54]([OH:63])[CH2:53][CH2:52]4)[C@H:49]([CH:64]=[CH:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][NH:73][C:74](=[O:80])[CH2:75][CH2:76][CH2:77][CH2:78][CH3:79])[CH2:48][C:47]=2[CH:46]=1)C1C=CC=CC=1>>[OH:44][C:45]1[CH:62]=[CH:61][C:60]2[C@@H:59]3[C@H:50]([C@H:51]4[C@@:55]([CH2:57][CH2:58]3)([CH3:56])[C@@H:54]([OH:63])[CH2:53][CH2:52]4)[C@H:49]([CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][NH:73][C:74](=[O:80])[CH2:75][CH2:76][CH2:77][CH2:78][CH3:79])[CH2:48][C:47]=2[CH:46]=1

Participants

3

Reactant 2

HCID 20206891HCID 20206891, compoundHCID 86741440HCID 86741440, compound

Product 1

HCID 70447180HCID 70447180, compound

Procedure

The process described in the last paragraph of Example 6 was repeated except that (8-hexanamidooctyl)triphenylphosphonium bromide was used in place of (9-carboxynonyl)triphenylphosphonium bromide. The hydrogenation process described in the second paragraph of Example 6 was then repeated using the N-[9-(3-benzyloxy-17β-hydroxyoestra-1,3,5(10)-trien-7α-yl)non-8-enyl]hexanamide thus obtained as starting material, and there was thus obtained as an oil N-[9-(3,17β-dihydroxyoestra-1,3,5(10)-trien-7α-yl)nonyl]hexanamide, the structure of which was confirmed by proton magnetic resonance and mass spectroscopy.

Workup

  1. customthus obtained

Sources & evidence

ORD record
ord-5da3f0d14253409ba5ab6b10b780aafd
Source dataset
uspto-grants-1987_04
Patent number
US04659516

Reaction notes

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