Potassium Bromide → HCID 86754133, compound

HRID 1416769Notes

Reaction equation

HRID 1416769 reaction equation
[C:1]12([CH2:11][O:12][C:13]([C:15]3([C:38]([O:40]CC45CC6CC(CC(C6)C4)C5)=[O:39])[O:19][C:18]4[CH:20]=[CH:21][C:22]([CH2:24][C@H:25]([NH:27][CH2:28][C@@H:29]([C:31]5[CH:36]=[CH:35][CH:34]=[C:33]([Cl:37])[CH:32]=5)[OH:30])[CH3:26])=[CH:23][C:17]=4[O:16]3)=[O:14])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[K+].[Br-]>C(Cl)(Cl)Cl>[C:1]12([CH2:11][O:12][C:13]([C:15]3([C:38]([OH:40])=[O:39])[O:19][C:18]4[CH:20]=[CH:21][C:22]([CH2:24][C@H:25]([NH:27][CH2:28][C@@H:29]([C:31]5[CH:36]=[CH:35][CH:34]=[C:33]([Cl:37])[CH:32]=5)[OH:30])[CH3:26])=[CH:23][C:17]=4[O:16]3)=[O:14])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

Participants

4

Reactant 2

HCID 253877Potassium BromideHCID 86754132HCID 86754132, compound

Product 1

HCID 86754133HCID 86754133, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from 5-{(2R)-2-[(2R)-2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid bis-adamantan-1-ylmethyl ester according to the procedure of Example 22 as an off-white solid; 1H NMR (DMSO) δ 1.03-1.09 (m, 3H), 1.44 (s, 6H), 1.45-1.64 (m, 8H), 1.86 (s, 4H), 3.02-3.15 (m, 1H), 3.25-3.55 (m, 2H), 3.70-3.80 (m, 2H), 4.58 (s, 2H), 5.06-5.10 (m, 1H), 6.52-6.65 (m, 1H), 6.79-6.88 (m, 2H), 7.32-7.49 (m, 3H), 7.49 (s, 1H); IR (KBr) 3384 cm-1 (--OH), 1758 cm-1 (C=O), 1651 cm-1 (C=O); MS (ES) m/z 570.3 (MH+); [α]D25 -29° (c, 1.0, CHCl3). Anal. Calcd. for C31H36ClNO7 : C, 65.31; H, 6.37; N, 2.46; Cl, 6.39. Found: C, 64.19; H, 6.20; N, 2.33; Cl, 6.33.

Sources & evidence

ORD record
ord-2550c82079184d449a4662865fda6044
Source dataset
uspto-grants-1999_06
Patent number
US05914339

Reaction notes

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