HCID 22499792, compound → HCID 22499800, compound

HRID 1815119Notes

Reaction equation

HRID 1815119 reaction equation
C1([C:6]([OH:24])([C:17]#[C:18][C:19]2[S:20][CH:21]=[CH:22][N:23]=2)[CH2:7][C:8]2[O:13]C(C)(C)O[C:10](=[O:16])[CH:9]=2)CCCC1.[CH:25]1(C(O)(C#CC2C=CC(OC)=CC=2)CC2OC(C)(C)OC(=O)C=2)[CH2:29][CH2:28][CH2:27][CH2:26]1>O>[CH:25]1([CH:9]2[C:8](=[O:13])[CH2:7][CH:6]([C:17]#[C:18][C:19]3[S:20][CH:21]=[CH:22][N:23]=3)[O:24][C:10]2=[O:16])[CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

4

Reactant 2

HCID 22499792HCID 22499792, compoundHCID 22499798HCID 22499798, compound

Product 1

HCID 22499800HCID 22499800, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared analogously to example 1, except 6-(2-cyclopentyl-2-hydroxy-4-thiazol-2-yl-but-3-ynyl)-2,2-dimethyl-[1,3]dioxin-4-one (from Step 1) was used rather than 6-[2-cyclopentyl-2-hydroxy-4-(4-methoxy-phenyl)-but-3-ynyl]-2,2-dimethyl-[1,3]dioxin-4-one. 1H NMR (CDCl3): δ 1.63-2.05 (bm, 4H), 2.23 (pentet, 1H, J=8.1 Hz), 2.78 (d, 1H, J=17.7 Hz), 3.04 (d, 1H, J=17.7 Hz), 3.51 (d, 1H, J=20.0 Hz), 3.97 (d, 1H, J=20.0 Hz), 7.46 (d, 1H, J=3.2 Hz), 7.89 (d, 2H, J=3.4 Hz). Anal. Calcd. for C15H15N1O3S1.0.25 H2O: C, 57.75; H, 4.93; N, 4.35. Found: C, 58.2; H, 5.34; N, 4.36; ESIMS (M+Na+): 312.0.

Sources & evidence

ORD record
ord-dd6005c8a92f48cb974ff213137c279d
Source dataset
uspto-grants-2005_04
Patent number
US06878727B2

Reaction notes

Loading…