Lithium Hydroxide → HCID 53889634, compound

HRID 1370230Notes

Reaction equation

HRID 1370230 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:27])[C@H:24]([CH3:26])[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:27])=[O:22])[CH3:26])=[O:15])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 2733257Alanine methyl ester hydrochlorideHCID 69463844N-tosyl-(s)-proline monohydrate

Product 1

HCID 53889634HCID 53889634, compound

Reagents, catalysts & solvents 1

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

Procedure

N-(Toluene-4-sulfonyl)-L-proline hydrate was coupled to L-alanine methyl ester hydrochloride using the procedure described in Method 3. The resulting methyl ester was deesterified via hydrolysis using LiOH in THF/water to provide the title compound as a solid, mp=160.5-162.5° C.

Sources & evidence

ORD record
ord-5e939163f4214d5a8f75551511de8aad
Source dataset
uspto-grants-2003_06
Patent number
US06583139B1

Reaction notes

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