Succinic anhydride → HCID 68753820, compound

HRID 881851Notes

Reaction equation

HRID 881851 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:26])[C@@H:6]([CH3:25])[CH2:7][CH:8]([NH2:24])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])=[CH:12][CH:11]=1)[CH3:3].[C:27]1(=[O:33])[O:32][C:30](=[O:31])[CH2:29][CH2:28]1>N1C=CC=CC=1.C(Cl)Cl>[CH2:2]([O:4][C:5](=[O:26])[C@@H:6]([CH3:25])[CH2:7][CH:8]([NH:24][C:27](=[O:33])[CH2:28][CH2:29][C:30]([OH:32])=[O:31])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])=[CH:12][CH:11]=1)[CH3:3]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 68753672HCID 68753672, compound

Product 1

HCID 68753820HCID 68753820, compound

Reagents, catalysts & solvents 1

HCID 21875418Pyridine methylene chlorideSolvent

Procedure

To a solution of (S)-4-amino-5-(2′-methoxy-biphenyl-4-yl)-2-methyl-pentanoic acid ethyl ester hydrochloric acid salt (240 mg, 0.703 mmol) in pyridine/DCM (1 ml/1 ml) was added succinic anhydride (84 mg, 0.843 mmol) and stirred at room temperature for 1 hour. Then, the mixture was concentrated under reduced pressure, and the residue was purified by RP-HPLC to give (S)-4-(3-Carboxy-propionylamino)-5-(2′-methoxy-biphenyl-4-yl)-2-methyl-pentanoic acid ethyl ester. HPLC Retention time 1.29 minutes (condition A): MS 442.4 (M+1)

Workup

  1. concentrationThen, the mixture was concentrated under reduced pressure
  2. customthe residue was purified by RP-HPLC

Sources & evidence

ORD record
ord-2a7d9a5c156744f0809f410cc2a6d6eb
Source dataset
uspto-grants-2015_03
Patent number
US08993631B2

Reaction notes

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