Atrolactic acid, (-)- → [(7R)-7-{[(2R)-2-hydroxy-2-phenylpropanoyl](methyl)amino}-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetic acid

HRID 476271

Reaction equation

HRID 476271 reaction equation
[OH:1][C@@:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([CH3:6])[C:3]([OH:5])=O.[CH3:13][NH:14][C@H:15]1[CH2:34][N:19]2[C:20]3[C:25]([C:26]([CH2:27][C:28]([O:30]CCC)=[O:29])=[C:18]2[CH2:17][CH2:16]1)=[CH:24][CH:23]=[CH:22][CH:21]=3>>[OH:1][C@@:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([CH3:6])[C:3]([N:14]([CH3:13])[C@H:15]1[CH2:34][N:19]2[C:20]3[C:25]([C:26]([CH2:27][C:28]([OH:30])=[O:29])=[C:18]2[CH2:17][CH2:16]1)=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:5]

Participants

3

Reactant 2

HCID 736858Atrolactic acid, (-)-HCID 86655417propyl [(7R)-7-(methylamino)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate

Product 1

HCID 58349686[(7R)-7-{[(2R)-2-hydroxy-2-phenylpropanoyl](methyl)amino}-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetic acid

Procedure

The title compound was prepared using analogous procedures described in Example 1 (Method A) from (2R)-2-hydroxy-2-phenylpropanoic acid and propyl [(7R)-7-(methylamino)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate. MS (+ESI) m/z: 407.

Sources & evidence

ORD record
ord-c547cb46b5a84a1c81572e02402447db
Source dataset
uspto-grants-2014_01
Patent number
US08637671B2

Linked notes

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