2,4,6-Trimethylbenzoic acid → HCID 60142839, compound

HRID 2176774Notes

Reaction equation

HRID 2176774 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][C:25]1[CH:33]=[C:32]([CH3:34])[CH:31]=[C:30]([CH3:35])[C:26]=1[C:27](O)=[O:28]>>[C:18]1([CH3:22])[CH:19]=[CH:20][CH:21]=[C:16]([C:15]#[C:14][C@:9]2([O:23][C:27](=[O:28])[C:26]3[C:30]([CH3:35])=[CH:31][C:32]([CH3:34])=[CH:33][C:25]=3[CH3:24])[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])[CH:17]=1

Participants

3

Reactant 2

HCID 101942,4,6-Trimethylbenzoic acidHCID 68276168(3aS,4R,7aS)-4-hydroxy-4-m-tolylethynyl-octahydro-indole-1-carboxylic acid methyl ester

Product 1

HCID 60142839HCID 60142839, 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 2,4,6-trimethyl-benzoic acid to yield (3aR,4S,7aR)-methyl 4-(m-tolylethynyl)-4-(2,4,6-trimethylbenzoyloxy)octahydro-1H-indole-1-carboxylate. MS [M+H]=296 (ester eliminated ion); RT=4.280 min; HPLC Method III

Sources & evidence

ORD record
ord-6db578c9c03e4670b42aee138adc2fc2
Source dataset
uspto-grants-2015_06
Patent number
US09067881B2

Reaction notes

Loading…