(3S,4S)-4-[2-(4-benzyl-3-hydroxy-piperidin-1-yl)-ethanesulfonyl]-phenol → 4-[(tert-Butoxycarbonyl-methyl-amino)-methyl]-benzoic acid (3S,4S)-4-[2-(4-benzyl-3-hydroxy-piperidin-1-yl)-ethanesulfonyl]-phenyl ester

HRID 2187103Notes

Reaction equation

HRID 2187103 reaction equation
[CH2:1]([C@H:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:10][C@H:9]1[OH:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:27]([O:31][C:32]([N:34]([CH2:36][C:37]1[CH:45]=[CH:44][C:40]([C:41](O)=[O:42])=[CH:39][CH:38]=1)[CH3:35])=[O:33])([CH3:30])([CH3:29])[CH3:28]>>[CH2:1]([C@H:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([O:25][C:41](=[O:42])[C:40]3[CH:39]=[CH:38][C:37]([CH2:36][N:34]([C:32]([O:31][C:27]([CH3:29])([CH3:28])[CH3:30])=[O:33])[CH3:35])=[CH:45][CH:44]=3)=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:10][C@H:9]1[OH:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 9885963(3S,4S)-4-[2-(4-benzyl-3-hydroxy-piperidin-1-yl)-ethanesulfonyl]-phenolHCID 224502424-{[(tert-Butoxycarbonyl)(methyl)amino]methyl}benzoic acid

Product 1

HCID 865847994-[(tert-Butoxycarbonyl-methyl-amino)-methyl]-benzoic acid (3S,4S)-4-[2-(4-benzyl-3-hydroxy-piperidin-1-yl)-ethanesulfonyl]-phenyl esterYield 99%

Procedure

The title compound was prepared from (3S,4S)-4-[2-(4-benzyl-3-hydroxy-piperidin-1-yl)-ethanesulfonyl]-phenol and 4-[(tert-butoxycarbonyl-methyl-amino)-methyl]-benzoic acid in 99% yield as a light brown oil.

Sources & evidence

ORD record
ord-e5d2b87fbf7445779bf0cd94cd476409
Source dataset
uspto-grants-2002_06
Patent number
US06407235B1

Reaction notes

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