HCID 70588189, compound → HCID 22813111, compound

HRID 225382Notes

Reaction equation

HRID 225382 reaction equation
[OH:1][C@H:2]1[C@H:15](/[CH:16]=[CH:17]/[C:18]([CH3:31])([O:24]C2CCCCO2)[CH2:19][CH2:20][C:21]#[C:22][CH3:23])[C@@H:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])[C:4](=[O:32])[CH2:3]1>C(O)(=O)C.O.C1COCC1>[OH:1][C@H:2]1[C@H:15](/[CH:16]=[CH:17]/[C:18]([OH:24])([CH3:31])[CH2:19][CH2:20][C:21]#[C:22][CH3:23])[C@@H:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])[C:4](=[O:32])[CH2:3]1

Participants

3

Reactant 1

HCID 70588189HCID 70588189, compound

Product 1

HCID 22813111HCID 22813111, compound

Reagents, catalysts & solvents 1

HCID 21877175AcOH THF waterSolvent

Procedure

From 270 mg. of (13E)-(11R,15RS)-11-hydroxy-15-methyl-9-oxo-15-(tetrahydropyran-2-yloxy)-13-prosten-18-ynoic acid and 9 ml. of a mixture of glacial acetic acid/water/THF (65/35/10), 190 mg. of the title compound is obtained as an oil in the usual way.

Sources & evidence

ORD record
ord-07d9dbb86a684c62bd96012245561af5
Source dataset
uspto-grants-1980_11
Patent number
US04235930

Reaction notes

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