(3,4-Dimethoxyphenyl)acetic acid → HCID 60141470, compound

HRID 2176803Notes

Reaction equation

HRID 2176803 reaction equation
[CH3:1][O:2][C:3]([N:5]1[C@@H:13]2[C@@H:8]([C@@:9]([OH:23])([C:14]#[C:15][C:16]3[CH:17]=[C:18]([CH3:22])[CH:19]=[CH:20][CH:21]=3)[CH2:10][CH2:11][CH2:12]2)[CH2:7][CH2:6]1)=[O:4].[CH3:24][O:25][C:26]1[CH:27]=[C:28]([CH2:34][C:35](O)=[O:36])[CH:29]=[CH:30][C:31]=1[O:32][CH3:33]>>[CH3:24][O:25][C:26]1[CH:27]=[C:28]([CH2:34][C:35]([O:23][C@@:9]2([C:14]#[C:15][C:16]3[CH:17]=[C:18]([CH3:22])[CH:19]=[CH:20][CH:21]=3)[CH2:10][CH2:11][CH2:12][C@@H:13]3[C@H:8]2[CH2:7][CH2:6][N:5]3[C:3]([O:2][CH3:1])=[O:4])=[O:36])[CH:29]=[CH:30][C:31]=1[O:32][CH3:33]

Participants

3

Reactant 2

HCID 7139(3,4-Dimethoxyphenyl)acetic acidHCID 68276168(3aS,4R,7aS)-4-hydroxy-4-m-tolylethynyl-octahydro-indole-1-carboxylic acid methyl ester

Product 1

HCID 60141470HCID 60141470, compound

Procedure

Synthesis in analogy to the General Method 1 starting from (3aS,4R,7aS)-4-hydroxy-4-m-tolylethynyl-octahydro-indole-1-carboxylic acid methyl ester and (3,4-dimethoxy-phenyl)-acetic acid to yield (3aR,4S,7aR)-methyl 4-(2-(3,4-dimethoxyphenyl)acetoxy)-4-(m-tolylethynyl)octahydro-1H-indole-1-carboxylate. MS [M+H] 296 (ester elimination ion); RT=7.486 min LCMS Method III

Sources & evidence

ORD record
ord-f1b2db29232641a9bdb606811ff151f4
Source dataset
uspto-grants-2015_06
Patent number
US09067881B2

Reaction notes

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