Hexane → HCID 10292985, compound

HRID 1357131Notes

Reaction equation

HRID 1357131 reaction equation
C[O:2][C:3](=O)[CH2:4][CH2:5][CH:6]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[N:7]1[S:18]([C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1)(=[O:20])=[O:19].[H-].[Al+3].[Li+].[H-].[H-].[H-].CCCCCC>C1COCC1>[F:17][C:14]1[CH:13]=[CH:12][C:11]([CH:8]2[N:7]([S:18]([C:21]3[CH:22]=[CH:23][C:24]([CH3:27])=[CH:25][CH:26]=3)(=[O:20])=[O:19])[CH:6]([CH2:5][CH2:4][CH2:3][OH:2])[CH2:10][CH2:9]2)=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 21226445Aluminium lithium hydrideHCID 69596717(2RS,5SR)-3-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionic acid methyl ester

Product 1

HCID 10292985HCID 10292985, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reduction of (2RS,5SR)-3-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionic acid methyl ester with lithium aluminum hydride (1.5 eq.) in THF at RT, aqueous work-up and crystallization from EE/hexane yielded the title compound, white solid, m.p. 93° C. and MS: m/e=378.2 (M+H+).

Sources & evidence

ORD record
ord-280963b098964672b0a03955e284e601
Source dataset
uspto-grants-2003_07
Patent number
US06589978B2

Reaction notes

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