Lithium Hydroxide → HCID 69463719, compound

HRID 2230017Notes

Reaction equation

HRID 2230017 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:34])[C@H:24]([CH:26](C(C)(C)C)[C:27]([OH:29])=[O:28])[NH2:25].[Li+].[OH-]>C1COCC1.O>[C:2]([O:29][C:27](=[O:28])[CH2:26][C@@H:24]([C:23]([OH:22])=[O:34])[NH:25][C:13](=[O:15])[C@@H:12]1[CH2:16][CH2:17][CH2:18][N:11]1[S:8]([C:5]1[CH:4]=[CH:3][C:2]([CH3:19])=[CH:7][CH:6]=1)(=[O:9])=[O:10])([CH3:19])([CH3:7])[CH3:3]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 69463844N-tosyl-(s)-proline monohydrateHCID 86758371HCID 86758371, compound

Product 1

HCID 69463719HCID 69463719, compound

Reagents, catalysts & solvents 1

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

Procedure

N-(Toluene4-sulfonyl)-L-proline hydrate was coupled to β-tert-butyl L-aspartic acid 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, as a solid, mp=153-155° C.

Sources & evidence

ORD record
ord-32e5dc5ffe1a4d6eb62541e765fffcf6
Source dataset
uspto-grants-2002_07
Patent number
US06423688B1

Reaction notes

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