Lithium Hydroxide → N-(Toluene-4-sulfonyl)-L-prolyl-beta-(2-thienyl)-L-alanine

HRID 279707Notes

Reaction equation

HRID 279707 reaction equation
O.[C:2]1([CH3:19])[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:18][CH2:17][CH2:16][C@H:12]2[C:13]([OH:15])=O)(=[O:10])=[O:9])=[CH:4][CH:3]=1.Cl.C[O:22][C:23](=[O:32])[C@H:24]([CH2:26][C:27]1[S:28][CH:29]=[CH:30][CH:31]=1)[NH2:25].[Li+].[OH-]>C1COCC1.O>[C:2]1([CH3:19])[CH:3]=[CH:4][C:5]([S:8]([N:11]2[CH2:18][CH2:17][CH2:16][C@H:12]2[C:13]([NH:25][C@H:24]([C:23]([OH:32])=[O:22])[CH2:26][C:27]2[S:28][CH:29]=[CH:30][CH:31]=2)=[O:15])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 69463844N-tosyl-(s)-proline monohydrateHCID 69976552(S)-Methyl 2-amino-3-(thiophen-2-yl)propanoate hydrochloride

Product 1

HCID 18714225N-(Toluene-4-sulfonyl)-L-prolyl-beta-(2-thienyl)-L-alanine

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

N-(Toluene-4-sulfonyl)-L-proline hydrate was coupled to β-(2-thienyl)-L-alanine methyl ester hydrochloride using the procedure described in Method 3. The title compound was prepared via hydrolysis of the methyl ester using LiOH in THF/water.

Sources & evidence

ORD record
ord-68700d9f5d6b49b78e0d776353d1cbfc
Source dataset
uspto-grants-2002_03
Patent number
US06362341B1

Reaction notes

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