HCID 67863379, compound → HCID 67863344, compound

HRID 2073260Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:15][C@H:14]([NH:16][S:17]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)(=[O:19])=[O:18])[CH2:13][C@H:12]2/[CH:27]=[CH:28]\[C:29]2[CH:34]=[CH:33][C:32]([C:35]([O:37]C)=[O:36])=[CH:31][CH:30]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1>CO.[OH-].[Na+]>[C:35]([C:32]1[CH:31]=[CH:30][C:29](/[CH:28]=[CH:27]\[C@@H:12]2[CH2:13][C@@H:14]([NH:16][S:17]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)(=[O:18])=[O:19])[CH2:15][N:11]2[S:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)(=[O:10])=[O:9])=[CH:34][CH:33]=1)([OH:37])=[O:36]

Participants

Conditions

Temperature: 50 °C

Procedure

A solution of (2S,4R)-1-(4-chlorophenyl-sulfonyl)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4methoxycarbonylphenyl)vinyl]pyrrolidine (15.0 g) in a mixture of methanol (100 ml) and 1N aqueous sodium hydroxide (75 ml) was stirred at 50° C. for 4 hours and the volatile solvent was evaporated in vacuo. The residual aqueous solution was adjusted to pH 1 with concentrated hydrochloric acid. The white precipitate was collected by filtration and washed with water to give (2S,4R)-2-[(Z)-2-(4-carboxyphenyl)vinyl]-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)pyrrolidine (14.50 g) as a white powder.

Workup

customthe volatile solvent was evaporated in vacuo
filtrationThe white precipitate was collected by filtration
washwashed with water

Sources & evidence

ORD record: ord-48102e07cadd4a8ebda20df51d5814dd
Source dataset: uspto-grants-1990_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04916152

Reaction notes

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