3-Chloro-6-[2-(3-chloro-4-isopropoxy-phenyl)-ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-one → HCID 178458347, compound

HRID 1453264Notes

Reaction equation

HRID 1453264 reaction equation
Cl[C:2]1[C:3](=[O:27])[O:4][C:5]([CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH:23]([CH3:25])[CH3:24])=[C:18]([Cl:26])[CH:17]=2)([CH:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:6][C:7]=1[OH:8].ClC1C(=O)OC(CCC2CCCCC=2)(C2CCCC2)CC=1O.[Cl:50][C:51]1[CH:60]=[CH:59][C:54]2[N:55]=[C:56]([SH:58])[NH:57][C:53]=2[CH:52]=1.N1C=CC(C2NC(S)=NN=2)=CC=1>>[Cl:50][C:51]1[CH:60]=[CH:59][C:54]2[NH:55][C:56]([S:58][C:2]3[C:3](=[O:27])[O:4][C:5]([CH2:14][CH2:15][C:16]4[CH:21]=[CH:20][C:19]([O:22][CH:23]([CH3:24])[CH3:25])=[C:18]([Cl:26])[CH:17]=4)([CH:9]4[CH2:10][CH2:11][CH2:12][CH2:13]4)[CH2:6][C:7]=3[OH:8])=[N:57][C:53]=2[CH:52]=1

Participants

5

Reactant 4

HCID 547203163-Chloro-6-[2-(3-chloro-4-isopropoxy-phenyl)-ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-oneHCID 575272693-Chloro-6-(2-cyclohex-1-enyl-ethyl)6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-oneHCID 178527787HCID 178527787, compoundHCID 1785279605-pyridin-4-yl-1H-1,2,4-triazole-3-thiol

Product 1

HCID 178458347HCID 178458347, compound

Procedure

The title compound was prepared analogously to Example C(4), where 3-Chloro-6-[2-(3-chloro-4-isopropoxy-phenyl)-ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-one 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-benzimidazole-2-thiol was substituted in place of 5-Pyridin-4-yl-4H-[1,2,4]triazole-3-thiol of that example. 1H NMR (DMSO-d6): δ 1.34 (d, J=6.1 Hz, 6H), 1.41-1.82 (m, 10H), 2.07-2.14 (m, 1H), 2.55-2.88 (m, 4H), 3.4 (brs, 1H), 4.44-4.48 (m, 1H), 6.81-6.91 (m, 2H), 7.13-7.39 (m, 4H), 12.0 (brs, 1H); ESIMS (MH+) (C28H30Cl2N2O4S): 562.

Sources & evidence

ORD record
ord-ceda85c14d4540ce8b3f8df2585e9da7
Source dataset
uspto-grants-2009_01
Patent number
US07473790B2

Reaction notes

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