HCID 71719646, compound → HCID 10387437, compound

HRID 860402Notes

Reaction equation

HRID 860402 reaction equation
C=C[CH2:3][CH2:4]/[CH:5]=[CH:6]\[CH:7]=[CH:8]/[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C@@H:17]1[O:21][C@H:20]([C@H:22]2[O:27][O:26][C@H:25]([CH2:28][C:29]([OH:31])=[O:30])[CH2:24][CH2:23]2)[CH2:19][CH2:18]1.[CH2:32]=CCCC/C=C/C=C\CCCCCCCC[C@@H]1O[C@H]([C@@H]2OO[C@H](CC(O)=O)CC2)CC1>CCOCC>[CH3:32][O:31][C:29]([CH2:28][C@H:25]1[O:26][O:27][C@H:22]([C@H:20]2[O:21][C@H:17]([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]/[CH:10]=[CH:9]\[CH:8]=[CH:7]/[CH2:6][CH2:5][CH:4]=[CH2:3])[CH2:18][CH2:19]2)[CH2:23][CH2:24]1)=[O:30]

Participants

4

Reactant 2

HCID 71719646HCID 71719646, compound2×HCID 71720233HCID 71720233, compound2×

Product 1

HCID 10387437HCID 10387437, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Methylation of the mixture of stolonoxides A (1) and B (2): Excess of CH2N2 was added to a solution of the mixture of stolonoxide A (1) and B (2) (22 mg) in Et2O (2 mL) at room temperature. After 1 h, the solvent was removed under reduced pressure and the reaction crude subjected to HPLC chromatography yielding stolonoxide A methyl ester (1b, 18 mg) and stolonoxide B methyl ester (2b, 2 mg).

Workup

  1. customthe solvent was removed under reduced pressure
  2. customthe reaction crude

Sources & evidence

ORD record
ord-03f29817b26b40eb8864d19b462d7e2d
Source dataset
uspto-grants-2006_12
Patent number
US07153885B2

Reaction notes

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