HCID 102004804, compound → HCID 70639872, compound

HRID 734656Notes

Reaction equation

HRID 734656 reaction equation
[CH3:1][C:2]([CH3:47])=[CH:3][CH2:4][CH2:5][C@:6]1([CH3:46])[O:11][C:10]2[C:12]([CH2:41][CH:42]=[C:43]([CH3:45])[CH3:44])=[C:13]3[O:25][C@@:24]45[C:26]6([CH2:33]/[CH:34]=[C:35](/[C:38]([OH:40])=[O:39])\[CH2:36]O)[O:29][C:30]([CH3:32])([CH3:31])[CH:23]4[CH2:22][C@H:21]([C:27]6=[O:28])[CH:20]=[C:19]5[C:17](=[O:18])[C:14]3=[C:15]([OH:16])[C:9]=2[CH:8]=[CH:7]1>C(Cl)(Cl)Cl>[CH3:1][C:2]([CH3:47])=[CH:3][CH2:4][CH2:5][C@@:6]1([CH3:46])[O:11][C:10]2[C:12]([CH2:41][CH:42]=[C:43]([CH3:45])[CH3:44])=[C:13]3[O:25][C@@:24]45[C:26]6([CH2:33]/[CH:34]=[C:35](/[C:38]([OH:40])=[O:39])\[CH3:36])[O:29][C:30]([CH3:31])([CH3:32])[CH:23]4[CH2:22][C@H:21]([C:27]6=[O:28])[CH:20]=[C:19]5[C:17](=[O:18])[C:14]3=[C:15]([OH:16])[C:9]=2[CH:8]=[CH:7]1

Participants

3

Reactant 1

HCID 102004804HCID 102004804, compound

Product 1

HCID 70639872HCID 70639872, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Isogambogic acid (1) obtained was a bright yellow amorphous powder. [α]D20=−660° (c=0.321, CHCl3). ESIMS: m/z=629 ([M+H]+); (+)FABMS: m/z=629 ([M+H]+); HRESIMS: m/z=obsd. 629.3133 [M+H]+, calcd. 629.3114. Epiisogambogic acid (2) was also a bright yellow amorphous powder. [α]D20=−587° (c=0.261, CHCl3). ESIMS: m/z=629 ([M+H]+); (+)FABMS: m/z=629 ([M+H]+); HRESIMS: m/z=obsd. 629.3101 [M+H]+, calcd. 629.3114. More analytic data are shown in the following table 5:

Sources & evidence

ORD record
ord-233a37a0b5d24ee992c7acfd65e31822
Source dataset
uspto-grants-2009_09
Patent number
US07592367B2

Reaction notes

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