3-Chloro-6-(2-cyclohex-1-enyl-ethyl)6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-one → 3-(5-Chloro-1-isopropyl-1H-benzoimidazol-2-ylsulfanyl)-6-cyclopentyl-4-(2-cyclopentyl-ethyl)-4-hydroxy-5,6-dihydro-pyran-2-one

HRID 858810Notes

Reaction equation

HRID 858810 reaction equation
Cl[C:2]1[C:3](=[O:21])[O:4][C:5]([CH:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)(CCC2CCCC2)[CH2:6][C:7]=1[OH:8].ClC1C(=O)O[C:26]([CH2:35]CC2CCCCC=2)([CH:30]2[CH2:34][CH2:33][CH2:32][CH2:31]2)CC=1O.[Cl:44][C:45]1[CH:57]=[CH:56][C:48]2[N:49]([CH:53]([CH3:55])[CH3:54])[C:50]([SH:52])=[N:51][C:47]=2[CH:46]=1.N1C=CC(C2NC(S)=NN=2)=CC=1>>[Cl:44][C:45]1[CH:57]=[CH:56][C:48]2[N:49]([CH:53]([CH3:55])[CH3:54])[C:50]([S:52][CH:2]3[C:7]([CH2:35][CH2:26][CH:30]4[CH2:31][CH2:32][CH2:33][CH2:34]4)([OH:8])[CH2:6][CH:5]([CH:16]4[CH2:17][CH2:18][CH2:19][CH2:20]4)[O:4][C:3]3=[O:21])=[N:51][C:47]=2[CH:46]=1

Participants

5

Reactant 4

HCID 575272693-Chloro-6-(2-cyclohex-1-enyl-ethyl)6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-oneHCID 688672163-Chloro-6-cyclopentyl-6-(2-cyclopentyl-ethyl)-4-hydroxy-5,6-dihydro-pyran-2-oneHCID 178456613HCID 178456613, compoundHCID 1785279605-pyridin-4-yl-1H-1,2,4-triazole-3-thiol

Product 1

HCID 695903063-(5-Chloro-1-isopropyl-1H-benzoimidazol-2-ylsulfanyl)-6-cyclopentyl-4-(2-cyclopentyl-ethyl)-4-hydroxy-5,6-dihydro-pyran-2-one

Procedure

The title compound was prepared analogously to Example C(4), where 3-Chloro-6-cyclopentyl-6-(2-cyclopentyl-ethyl)-4-hydroxy-5,6-dihydro-pyran-2-one from Step 2 of example C(28) was substituted in place of 3-Chloro-6-(2-cyclohex-1-enyl-ethyl)-6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-one and 5-Chloro-1-isopropyl-2-mercapto benzimidazole was substituted in place of 5-Pyridin-4-yl-4H-[1,2,4]triazole-3-thiol of that example.

Sources & evidence

ORD record
ord-41248d6af30e471295170713b5fedefd
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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