Hydrochloric Acid → HCID 57544313, compound

HRID 1641988Notes

Reaction equation

HRID 1641988 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[CH2:7][CH:8]([NH:13][C:14](=[O:22])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:9]([O:11]C)=[O:10].[OH-].[Na+].Cl>O>[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[CH2:7][CH:8]([NH:13][C:14](=[O:22])[CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:9]([OH:11])=[O:10]

Participants

5

Conditions

Temperature
45 °C

Procedure

10.8 kg of compound (II) with R=═CH3, methyl 3-(2-oxocyclopentyl)-2-phenylacetylaminopropionate, 23.7 l of water and 5.5 kg of sodium hydroxide solution (33%) were introduced into a tank. The reaction mixture was heated to 45° C. and stirred at this temperature for 5 hours. It was cooled to 20° C., and the pH was adjusted at this temperature to pH 6.4 with hydrochloric acid (30%). The reaction mixture was diluted with 301 of water. The compound 3-(2-oxocyclopentyl)-2-phenylacetylamino-propionic acid (III) which was produced in the reaction and was in the form of a mixture of 2 diastereomeric racemates was processed further as aqueous solution in the following step without further purification.

Workup

  1. temperatureIt was cooled to 20° C.

Sources & evidence

ORD record
ord-9e3e059849fd4ab5848f9995351fe17c
Source dataset
uspto-grants-2012_02
Patent number
US08119375B2

Reaction notes

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