HCID 44300300, compound → HCID 86754138, compound

HRID 1416791Notes

Reaction equation

HRID 1416791 reaction equation
[C:1]1([CH:7]([O:9][C:10]([C:12]2([C:35]([O:37]C(C3C=CC=CC=3)C)=[O:36])[O:16][C:15]3[CH:17]=[CH:18][C:19]([CH2:21][C@H:22]([NH:24][CH2:25][C@@H:26]([C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[CH:29]=4)[OH:27])[CH3:23])=[CH:20][C:14]=3[O:13]2)=[O:11])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(Cl)(Cl)Cl.CO>[C:1]1([CH:7]([O:9][C:10]([C:12]2([C:35]([OH:37])=[O:36])[O:16][C:15]3[CH:17]=[CH:18][C:19]([CH2:21][C@H:22]([NH:24][CH2:25][C@@H:26]([C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[CH:29]=4)[OH:27])[CH3:23])=[CH:20][C:14]=3[O:13]2)=[O:11])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 44300300HCID 44300300, compound

Product 1

HCID 86754138HCID 86754138, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

The title compound was prepared as a tan solid according to the procedure of Example 102 from 5-{(2R)-2-[(2R)-2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-propyl}benzo[1,3]dioxole-2,2-dicarboxylic acid bis-(1-phenylethyl) ester; yield: 22%; Rf =0.39 (9/1 CHCl3 /MeOH; mp 71-79° C.; 1H NMR (300 MHz, DMSO-d6): δ 1.00 (d, 3H), δ 1.5 (br m, 3H), δ 2.4-2.75 (m, 1H), δ 3.15-3.45(br m, 5H), δ 4.90 (br d, 1H), δ 5.20 (br d, 1H), δ 5.90 (q, 1H), δ 6.6 (d, 1H), δ 6.76 (d, 2H), δ 7.21 (br s, 6H), δ 7.36 (m, 3H), δ 7.46 (s, 1H); MS (ES) m/z (relative intensity): 526 (M+, 100).

Sources & evidence

ORD record
ord-9341ab57faeb4ef7ab8754a65c6c59b5
Source dataset
uspto-grants-1999_06
Patent number
US05914339

Reaction notes

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