Ethanol → HCID 49763448, compound

HRID 1182684Notes

Reaction equation

HRID 1182684 reaction equation
[CH2:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:36])[CH2:15][NH:16][C:17]([C:19]2[N:20]=[C:21]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[S:22][C:23]=2[NH:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])=[O:18])[CH2:10][CH2:9]1)=[O:7])[CH2:2][CH2:3][CH3:4].OS(O)(=O)=O.[CH3:42][CH2:43]O>O>[CH2:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:36])[CH2:15][NH:16][C:17]([C:19]2[N:20]=[C:21]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[S:22][C:23]=2[NH:24][CH2:25][CH2:26][C:27]([O:29][CH2:42][CH3:43])=[O:28])=[O:18])[CH2:10][CH2:9]1)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 49763447HCID 49763447, compound

Product 1

HCID 49763448HCID 49763448, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of Example 61 (6 mg) in EtOH (0.2 mL) was added concentrated H2SO4 (20 μL), and the reaction mixture was stirred at RT for 1 h. The reaction mixture was diluted with H2O and extracted with EtOAc (2×). The combined org. layers were dried over Na2SO4 and concentrated to dryness. Purification by CC(CH2Cl2/MeOH 97:3) gave 3 mg of the desired product.

Workup

  1. extractionextracted with EtOAc (2×)
  2. dry with materiallayers were dried over Na2SO4
  3. concentrationconcentrated to dryness
  4. customPurification by CC(CH2Cl2/MeOH 97:3)

Sources & evidence

ORD record
ord-aff6e45fe94d4893b2b4c499e6f21e29
Source dataset
uspto-grants-2014_03
Patent number
US08664203B2

Reaction notes

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