Aluminium lithium hydride → HCID 22250530, compound

HRID 890316Notes

Reaction equation

HRID 890316 reaction equation
C[O:2][C:3](=O)[CH2:4][CH2:5][CH2:6][CH2:7][CH:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[N:9]1[S:20]([C:23]1[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][CH:24]=1)(=[O:22])=[O:21].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[F:19][C:16]1[CH:15]=[CH:14][C:13]([CH:10]2[N:9]([S:20]([C:23]3[CH:24]=[CH:25][C:26]([CH3:29])=[CH:27][CH:28]=3)(=[O:22])=[O:21])[CH:8]([CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][OH:2])[CH2:12][CH2:11]2)=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 69596798HCID 69596798, compound

Product 1

HCID 22250530HCID 22250530, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reduction of (2RS,5RS)-5-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-pentanoic acid methyl ester with lithium aluminum hydride (1.5 eq.) in THF at RT, aqueous work-up and purification by column chromatography yielded the title compound as a light orange oil, MS: m/e=406.2 (M+H+).

Sources & evidence

ORD record
ord-9526159ad1384237a60de8e98b4935a3
Source dataset
uspto-grants-2006_02
Patent number
US06995182B2

Reaction notes

Loading…