HCID 15029695, compound → HCID 9807671, compound

HRID 611700Notes

Reaction equation

HRID 611700 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-2b91b96c95b14698b4f1a15b0d58d030
Source dataset
uspto-grants-1999_12
Patent number
US06001877

Reaction notes

Loading…