Lysine Monohydrate → HCID 67863549, compound

HRID 2073261Notes

Reaction equation

HRID 2073261 reaction equation
O.[NH2:2][C@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8].[C:12]([CH2:15][CH2:16][CH2:17]/[CH:18]=[CH:19]\[C@@H:20]1[CH2:24][C@@H:23]([NH:25][S:26]([C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=2)(=[O:28])=[O:27])[CH2:22][N:21]1[S:36]([C:39]1[CH:44]=[CH:43][C:42]([Cl:45])=[CH:41][CH:40]=1)(=[O:38])=[O:37])([OH:14])=[O:13]>O.C(O)C>[NH2:2][C@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8].[C:12]([CH2:15][CH2:16][CH2:17]/[CH:18]=[CH:19]\[C@@H:20]1[CH2:24][C@@H:23]([NH:25][S:26]([C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=2)(=[O:28])=[O:27])[CH2:22][N:21]1[S:36]([C:39]1[CH:40]=[CH:41][C:42]([Cl:45])=[CH:43][CH:44]=1)(=[O:38])=[O:37])([OH:14])=[O:13]

Participants

6

Reactant 2

HCID 16211825Lysine MonohydrateHCID 67863549HCID 67863549, compound

Product 2

HCID 5962L-LysineHCID 67863549HCID 67863549, compoundYield 111.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of L-lysine hydrate (4.01 g) and (2S,4R)-2-[(Z)-5-carboxy-1-pentenyl]-1-(4-chlorophenyl- sulfonyl)-4-(4-chlorophenylsulfonylamino)pyrrolidine (12.0 g) was dissolved in a mixture of hot water (9 ml) and hot ethanol (170 ml) and the solution was cooled to room temperature. The precipitate (white crystal) was collected by filtration, washed with ethanol and dried in vacuo to give L-lysine salt of (2S,4R)-2-[(Z)-5-carboxy-1-pentenyl]-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)pyrrolidine (13.4 g) as white crystals.

Workup

  1. filtrationThe precipitate (white crystal) was collected by filtration
  2. washwashed with ethanol
  3. customdried in vacuo

Sources & evidence

ORD record
ord-2efd889b99334011b40192dcee594cf8
Source dataset
uspto-grants-1990_04
Patent number
US04916152

Reaction notes

Loading…