Acetic Acid → HCID 9868506, compound

HRID 2226244Notes

Reaction equation

HRID 2226244 reaction equation
C1CO[C:3]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])([CH2:4][CH2:5][C@H:6]2[C@H:10]([O:11]C3CCCCO3)[CH2:9][C@H:8]([OH:18])[C@@H:7]2[CH2:19]/[CH:20]=[CH:21]\[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([O:29][CH:30]([CH3:32])[CH3:31])=[O:28])[O:2]1.C(O)(=O)C.C1COCC1>O>[OH:11][C@@H:10]1[CH2:9][C@H:8]([OH:18])[C@H:7]([CH2:19]/[CH:20]=[CH:21]\[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([O:29][CH:30]([CH3:32])[CH3:31])=[O:28])[C@H:6]1[CH2:5][CH2:4][C:3](=[O:2])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 8028TetrahydrofuranHCID 67940172HCID 67940172, compound

Product 1

HCID 9868506HCID 9868506, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The compound (75) (0.305 g) was dissolved in a mixed solvent (6 ml) consisting of acetic acid, THF and water (2:1:1) and kept at 50° C. for 14 hours. The resultant mixture was worked up with the conventional procedure and the obtained crude product was subjected to silicagel column chromatography to give the titled compound (76). Yield: 0.213 g (90%).

Workup

  1. customthe obtained crude product

Sources & evidence

ORD record
ord-c14e246a7caf4959ad8a4b00608811c1
Source dataset
uspto-grants-1994_09
Patent number
US05346921

Reaction notes

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