HCID 12362975, compound → HCID 131725987, compound

HRID 1244065Notes

Reaction equation

HRID 1244065 reaction equation
[CH2:1]([CH:3]1[NH:8][CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]([NH2:15])[CH2:5][CH2:4]1)[CH3:2].[C:16]([C:24]([C:39]([OH:41])=[O:40])([OH:38])[C:25]([C:30](=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)([OH:29])[C:26]([OH:28])=[O:27])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(O)C.O>[C:30]([C@@:25]([C:26]([OH:28])=[O:27])([OH:29])[C@@:24]([C:16](=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([OH:38])[C:39]([OH:41])=[O:40])(=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.[CH2:1]([C@@H:3]1[NH:8][C@@H:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C@@H:6]([NH2:15])[CH2:5][CH2:4]1)[CH3:2]

Participants

5

Reactant 2

HCID 12362975HCID 12362975, compoundHCID 219316486-Ethyl-2-phenyl-piperidin-3-ylamine

Product 1

HCID 131725987HCID 131725987, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

(+/−)-6-Ethyl-2-phenyl-piperidin-3-ylamine (102 mg, 0.50 mmol) and (−) dibenzoyltartaric acid were dissolved by heating in 5 mL 2-propanol and 1 mL water. The resultant solid (26 mg, 25%) was determined to be 94% enriched in the (2S,3S,6S)-enantiomer.

Sources & evidence

ORD record
ord-393455af80564cae91f8e03b78b8f3b6
Source dataset
uspto-grants-2006_10
Patent number
US07119207B2

Reaction notes

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