HCID 15029695, compound → HCID 9807671, compound

HRID 465959Notes

Reaction equation

HRID 465959 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:35])[CH2:24][CH2:25][CH2:26][C:27](=[O:34])[N:28]3[CH2:33][CH2:32][O:31][CH2:30][CH2:29]3)=[CH:18][C:17]=2[CH2:36][CH2:37][C:38]([O:40]C(C)(C)C)=[O:39])=[CH:5][CH:4]=1>C(O)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:35])[CH2:24][CH2:25][CH2:26][C:27](=[O:34])[N:28]3[CH2:29][CH2:30][O:31][CH2:32][CH2:33]3)=[CH:18][C:17]=2[CH2:36][CH2:37][C:38]([OH:40])=[O:39])=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 15029695HCID 15029695, compound

Product 1

HCID 9807671HCID 9807671, compoundYield 62.9%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

The butyl ester (70 mg; prepared in reference example 6) was dissolved in formic acid (5 ml). The solution was stirred for 5 hr. at room temperature. The reaction solution was evaporated to remove formic acid. The residue was purified by column chromatography on silica gel (ethyl acetate:methanol=10:1) to give the title compound (40 mg) of the present invention, having the following physical data.

Workup

  1. customat room temperature
  2. customThe reaction solution was evaporated
  3. customto remove formic acid
  4. customThe residue was purified by column chromatography on silica gel (ethyl acetate:methanol=10:1)

Sources & evidence

ORD record
ord-cb806ce0cf4247cc8f2691b3f9bcd3fc
Source dataset
uspto-grants-1992_10
Patent number
US05155104

Reaction notes

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