HCID 67721649, compound → HCID 67721210, compound

HRID 1449641Notes

Reaction equation

HRID 1449641 reaction equation
[OH:1][C@H:2]1[CH2:15][C@@H:14]([O:16]C2CCCCO2)[C@H:13]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[C@H:3]1[CH2:4]/[CH:5]=[CH:6]\[CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11]>C(O)(=O)C.O.O1CCCC1>[OH:1][C@H:2]1[CH2:15][C@@H:14]([OH:16])[C@H:13]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[C@H:3]1[CH2:4]/[CH:5]=[CH:6]\[CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11]

Participants

3

Reactant 1

HCID 67721649HCID 67721649, compound

Product 1

HCID 67721210HCID 67721210, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 21877175AcOH THF waterSolvent

Procedure

The compound 11 obtained above (220 mg, 0.518 mmole) was dissolved in 4 ml of a mixture of acetic acid-water-tetrahydrofuran (65:35:10) and the solution was heated with stirring at 40°-45° C. for one and half hours. Then, the reaction mixture was treated following the procedure similar to that of Example 4, to yield the title compound 12 (156 mg, 88%) as a colorless oil.

Workup

  1. temperaturethe solution was heated
  2. additionThen, the reaction mixture was treated

Sources & evidence

ORD record
ord-9a79d4fc08844e8592b4faaf3f964cb5
Source dataset
uspto-grants-1997_02
Patent number
US05599837

Reaction notes

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