Cyclooctanol → HCID 54094847, compound

HRID 1416790Notes

Reaction equation

HRID 1416790 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:29])[CH2:9][NH:10][CH:11]([CH3:28])[CH2:12][C:13]2[CH:27]=[CH:26][C:16]3[O:17][C:18]([C:23]([OH:25])=[O:24])([C:20]([OH:22])=[O:21])[O:19][C:15]=3[CH:14]=2)[CH:5]=[CH:6][CH:7]=1.[CH:30]1(O)[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1>C(Cl)(Cl)Cl.CO>[CH:30]1([O:24][C:23]([C:18]2([C:20]([O:22][CH:30]3[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]3)=[O:21])[O:17][C:16]3[CH:26]=[CH:27][C:13]([CH2:12][C@H:11]([NH:10][CH2:9][C@@H:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=4)[OH:29])[CH3:28])=[CH:14][C:15]=3[O:19]2)=[O:25])[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1

Participants

4

Reactant 2

HCID 12766CyclooctanolHCID 42813555-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid

Product 1

HCID 54094847HCID 54094847, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

The title compound was prepared as a white gum from 5-{2-[2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid and cyclooctanol according to the procedure of Example 1; yield 84%; Rf =0.30 (10/1 CHCl3 /MeOH); 1H NMR (300 MHz, CDCl3): δ 1.30-1.39 (brd, 3H), 1.40-1.92 (m, 28H), 2.72-2.87 (m, 1H), 3.06-3.30 (m, 2H), 3.39-3.52 (m, 2H), 3.80-3.91 (m, 1H), 5.02-5.13 (m, 1H), 5.40-5.80 (m, 1H), 6.71-6.89 (m, 4H), 7.21-7.37 (m, 2H), 7.44 (s, 1H), 8.73 (brs, 1H), 10.11 (brs, 1H); MS (ES) m/z (relative intensity): 679 (M+, 100).

Sources & evidence

ORD record
ord-c19d94ed249a4a42b27e0dd1cd0347ff
Source dataset
uspto-grants-1999_06
Patent number
US05914339

Reaction notes

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