(-)-Methyl (R)-3-hydroxyvalerate → HCID 178456102, compound

HRID 2042528Notes

Reaction equation

HRID 2042528 reaction equation
Cl.Cl.Cl.[O:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH2:6][CH2:5]1.[OH:28][C@H:29]([CH2:35][CH3:36])[CH2:30][C:31](OC)=[O:32]>>[O:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH:27][C:31](=[O:32])[CH2:30][C@H:29]([OH:28])[CH2:35][CH3:36])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 11804797(-)-Methyl (R)-3-hydroxyvalerateHCID 178478589HCID 178478589, compound2×

Product 1

HCID 178456102HCID 178456102, compound

Procedure

The title compound, white solid (58 mg, 54%), MS (ISP) m/z=431.5 [(M+H)+], mp 161° C., was prepared in accordance with the general method of example 2 from trans-4-{2-[4-(2,3-dihydrofuro[3,2-c]pyridin-4-yl)-piperazin-1-yl]-ethyl}-cyclohexanamine trihydrochloride (intermediate C) (110 mg, 0.25 mmol) and methyl (R)-3-hydroxy-pentanoate.

Sources & evidence

ORD record
ord-c35934aea20045748c1d3bfe84de0f59
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

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