HCID 131733338, compound → HCID 178455307, compound

HRID 516877Notes

Reaction equation

HRID 516877 reaction equation
[Si:1]([O:8][CH:9]1[CH2:14][CH2:13][CH:12]([CH:15]([C:26](O)=[O:27])[C:16]([CH:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)(O)[C:17]([OH:19])=[O:18])[CH2:11][CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C(OC(=O)C)(=O)C>[Si:1]([O:8][C@@H:9]1[CH2:10][CH2:11][C@H:12]([C:15]2[C:26](=[O:27])[O:19][C:17](=[O:18])[C:16]=2[CH:21]2[CH2:22][CH2:23][CH2:24][CH2:25]2)[CH2:13][CH2:14]1)([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 131733338HCID 131733338, compound

Product 1

HCID 178455307HCID 178455307, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
130 °C

Procedure

3-(4-((Tert-butyldimethylsilyl)oxy)cyclohexyl-2-cyclopentyl-2-hydroxysuccinic acid (190 mg, 0.46 mmol) was dissolved in acetic anhydride (7.0 ml), and the mixture was stirred at 130° C. for 15 hr. The mixture was allowed to cool, and excess acetic anhydride was concentrated under reduced pressure, and the residue was chromatographed on silica gel column (hexane:ethyl acetate=95:5) to give the title compound as a light yellow compound (65 mg, yield 37%).

Workup

  1. temperatureto cool
  2. concentrationexcess acetic anhydride was concentrated under reduced pressure
  3. customthe residue was chromatographed on silica gel column (hexane:ethyl acetate=95:5)

Sources & evidence

ORD record
ord-3369e2eab35f479c89450b29e4dcc429
Source dataset
uspto-grants-2015_08
Patent number
US09115079B2

Reaction notes

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