Potassium Bromide → HCID 15894404, compound

HRID 1416770Notes

Reaction equation

HRID 1416770 reaction equation
[CH3:1][C:2]([CH3:39])([CH3:38])[CH2:3][O:4][C:5]([C:7]1([C:30]([O:32]CC(C)(C)C)=[O:31])[O:11][C:10]2[CH:12]=[CH:13][C:14]([CH2:16][C@H:17]([NH:19][CH2:20][C@@H:21]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=3)[OH:22])[CH3:18])=[CH:15][C:9]=2[O:8]1)=[O:6].[K+].[Br-]>C(Cl)(Cl)Cl>[CH3:38][C:2]([CH3:1])([CH3:39])[CH2:3][O:4][C:5]([C:7]1([C:30]([OH:32])=[O:31])[O:11][C:10]2[CH:12]=[CH:13][C:14]([CH2:16][C@H:17]([NH:19][CH2:20][C@@H:21]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=3)[OH:22])[CH3:18])=[CH:15][C:9]=2[O:8]1)=[O:6]

Participants

4

Reactant 2

HCID 253877Potassium BromideHCID 9872586HCID 9872586, compound

Product 1

HCID 15894404HCID 15894404, 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-(2,2-dimethyl-propyl) ester according to the procedure of Example 22 as a white solid; 1H NMR (DMSO) δ 0.868 (s, 9H), 1.02-1.06 (m, 3H),3.00-3.02 (m, 1H), 3.24-3.30 (m, 1H), 3.35 (s, 5H), 3.80 (t, 2H), 4.55 (s, 1H), 5.03 (m, 1H), 6.52 (m, 1H), 6.61 (m, 1H), 6.79 (m, 1H), 7.34 (m, 3H), 7.48 (s, 1H); IR (KBr) 3398 cm-1 (--OH), 1748 cm-1 (C=O), 1654 cm-1 (C=O); MS (ES) m/z 492.3 (MH+); [α]D25 -93° (c, 1.0, CHCl3). Anal. Calcd. for C25H30ClNO7 : C, 61.04; H, 6.15; N, 2.85; Cl, 7.21. Found: C, 56.96; H,5.65; N, 2.63; Cl, 7.05.

Sources & evidence

ORD record
ord-9f69aee181b146cd9b9ac9a883f90343
Source dataset
uspto-grants-1999_06
Patent number
US05914339

Reaction notes

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