Aluminium lithium hydride → HCID 69431418, compound

HRID 458379Notes

Reaction equation

HRID 458379 reaction equation
C[O:2][C:3]([CH:5]1[CH2:10][CH:9]([CH2:11][O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:8][N:7]([S:20]([C:23]2[CH:32]=[CH:31][C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH:24]=2)(=[O:22])=[O:21])[CH2:6]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH2:13]([O:12][CH2:11][CH:9]1[CH2:8][N:7]([S:20]([C:23]2[CH:32]=[CH:31][C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH:24]=2)(=[O:22])=[O:21])[CH2:6][CH:5]([CH2:3][OH:2])[CH2:10]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 69430258HCID 69430258, compound

Product 1

HCID 69431418HCID 69431418, compoundYield 60.8%

Procedure

(3SR,5RS)-5-Benzyloxymethyl-1-(naphthalene-2-sulfonyl)-piperidine-3-carboxylic acid methyl ester (2.70 g) was reduced with lithium aluminium hydride as described in Example 17 to obtain (3SR,5RS)-[5-benzyloxymethyl-1-(naphthalene-2-sulfonyl)-piperidin-3-yl]-methanol (1.54 g) as a syrup, MS: 426 (MH+).

Sources & evidence

ORD record
ord-9544915ea2e3405f977c7c8a6d1481cd
Source dataset
uspto-grants-2007_03
Patent number
US07189756B2

Reaction notes

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