Dopamine Hydrochloride → HCID 18711619, compound

HRID 278847Notes

Reaction equation

HRID 278847 reaction equation
C(O[C:6]([N:8]1[CH2:15][CH2:14][CH2:13][C@H:9]1[C:10]([OH:12])=O)=[O:7])(C)(C)C.Cl.[NH2:17][CH2:18][CH2:19][C:20]1[CH:27]=[CH:26][C:24]([OH:25])=[C:22]([OH:23])[CH:21]=1>>[OH:23][C:22]1[CH:24]=[CH:26][C:27]([C:6]([N:8]2[CH2:15][CH2:14][CH2:13][C@H:9]2[C:10]([NH:17][CH2:18][CH2:19][C:20]2[CH:27]=[CH:26][C:24]([OH:25])=[C:22]([OH:23])[CH:21]=2)=[O:12])=[O:7])=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 65340Dopamine HydrochlorideHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-

Product 1

HCID 18711619HCID 18711619, compoundYield 73%

Procedure

The title compound was prepared from N-(tert-butoxycarbonyl)-L-proline (108 mg, 0.50 mmol) in a coupling reaction with dopamine hydrochloride (189 mg, 1.0 mmol) according to example 6. Purification by flash column chromatography (5% MeOH/CHCl3) provided the desired compound as a syrup (128 mg, 73%).

Workup

  1. customPurification by flash column chromatography (5% MeOH/CHCl3)

Sources & evidence

ORD record
ord-ce93a4b89c8d42369c84d341b3133768
Source dataset
uspto-grants-2002_03
Patent number
US06362165B1

Reaction notes

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