5-Methoxy-5-oxopentanoate → HCID 60142842, compound

HRID 2176777Notes

Reaction equation

HRID 2176777 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].[C:24]([O:32][CH3:33])(=[O:31])[CH2:25][CH2:26][CH2:27][C:28]([O-])=[O:29]>>[C:28]([O:23][C@@:9]1([C:14]#[C:15][C:16]2[CH:17]=[C:18]([CH3:22])[CH:19]=[CH:20][CH:21]=2)[CH2:10][CH2:11][CH2:12][C@@H:13]2[C@H:8]1[CH2:7][CH2:6][N:5]2[C:3]([O:2][CH3:1])=[O:4])(=[O:29])[CH2:27][CH2:26][CH2:25][C:24]([O:32][CH3:33])=[O:31]

Participants

3

Reactant 2

HCID 69931945-Methoxy-5-oxopentanoateHCID 68276168(3aS,4R,7aS)-4-hydroxy-4-m-tolylethynyl-octahydro-indole-1-carboxylic acid methyl ester

Product 1

HCID 60142842HCID 60142842, 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 mono-methyl glutarate to yield (3aR,4S,7aR)-1-(methoxycarbonyl)-4-(m-tolylethynyl)octahydro-1H-indol-4-yl methyl glutarate. MS [M+H]=296 (ester elimination ion); RT=1.26 min; UPLC Method I

Sources & evidence

ORD record
ord-6ad804ddfd4c4a3aaea77c5eb0213e7b
Source dataset
uspto-grants-2015_06
Patent number
US09067881B2

Reaction notes

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