Acetic Acid → HCID 54218971, compound

HRID 1281208Notes

Reaction equation

HRID 1281208 reaction equation
[F:1][C:2]([F:38])([CH2:34][CH2:35][CH2:36][CH3:37])[C:3](=[O:33])[CH2:4][CH2:5][C@H:6]1[C@H:10]([O:11]C2CCCCO2)[CH2:9][C:8](=[O:18])[C@@H:7]1[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([O:29][CH:30]([CH3:32])[CH3:31])=[O:28].C(O)(=O)C.O>C1COCC1>[F:1][C:2]([F:38])([CH2:34][CH2:35][CH2:36][CH3:37])[C:3](=[O:33])[CH2:4][CH2:5][C@H:6]1[C@H:10]([OH:11])[CH2:9][C:8](=[O:18])[C@@H:7]1[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([O:29][CH:30]([CH3:31])[CH3:32])=[O:28]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 54274056HCID 54274056, compound

Product 1

HCID 54218971HCID 54218971, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
45 °C

Procedure

The compound (19-a)(0.288 g) was dissolved in the solvent mixture (acetic acid:water:THF=4:2:1)(30 ml), and the solution was maintained at 45° C. for 3.5 hours. The crude product obtained by the conventional treatment of the reaction mixture was purified on silica gel column to give the titled compound (20-a) [yield:0.184 g(76%)].

Workup

  1. customThe crude product obtained by the conventional treatment of the reaction mixture
  2. customwas purified on silica gel column

Sources & evidence

ORD record
ord-98145c7c3ae046bf8fcf94214b9cb959
Source dataset
uspto-grants-2002_09
Patent number
US06452039B1

Reaction notes

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