HCID 131729806, compound → HCID 59267140, compound

HRID 1511515Notes

Reaction equation

HRID 1511515 reaction equation
C([O:5][C:6](=[O:94])[CH2:7][N:8]([CH2:86][C:87]([O:89]C(C)(C)C)=[O:88])[CH2:9][C:10]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]([O:26]C(C)(C)C)=[O:25])=[CH:18][C:17]=2[O:31][CH3:32])[CH:13]=[C:12]([CH2:33][N:34]([CH2:77][CH2:78][C:79]2[CH:84]=[CH:83][C:82]([NH2:85])=[CH:81][CH:80]=2)[CH2:35][C:36]2[N:41]=[C:40]([CH2:42][N:43]([CH2:52][C:53]([O:55]C(C)(C)C)=[O:54])[CH2:44][C:45]([O:47]C(C)(C)C)=[O:46])[CH:39]=[C:38]([C:60]3[CH:65]=[CH:64][C:63]([O:66][CH2:67][C:68]([O:70]C(C)(C)C)=[O:69])=[CH:62][C:61]=3[O:75][CH3:76])[CH:37]=2)[N:11]=1)(C)(C)C>FC(F)(F)C(O)=O>[NH2:85][C:82]1[CH:81]=[CH:80][C:79]([CH2:78][CH2:77][N:34]([CH2:35][C:36]2[N:41]=[C:40]([CH2:42][N:43]([CH2:44][C:45]([OH:47])=[O:46])[CH2:52][C:53]([OH:55])=[O:54])[CH:39]=[C:38]([C:60]3[CH:65]=[CH:64][C:63]([O:66][CH2:67][C:68]([OH:70])=[O:69])=[CH:62][C:61]=3[O:75][CH3:76])[CH:37]=2)[CH2:33][C:12]2[N:11]=[C:10]([CH2:9][N:8]([CH2:7][C:6]([OH:94])=[O:5])[CH2:86][C:87]([OH:89])=[O:88])[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:18][C:17]=3[O:31][CH3:32])[CH:13]=2)=[CH:84][CH:83]=1

Participants

3

Reactant 1

HCID 131729806HCID 131729806, compound

Product 1

HCID 59267140HCID 59267140, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of compound 4 (40.0 mg, 0.031 mmol) in trifluoroacetic acid (0.40 ml) was stirred at room temperature for 2 hours. After evaporation without heating, the mixture was triturated with diethyl ether (10 ml) and filtered. Filtration left a pure product. The yield was 53 mg. 1H NMR (d6-DMSO, 400 MHz): δ 7.87 (2H, m), 7.75 (2H, s), 7.38 (2H, m), 7.17 (2H, m), 6.99 (2H, m), 6.68 (2H, d), 6.61 (2H, m), 4.74 (4H, s), 4.54 (4H, s), 4.09 (4H, m), 3.80 (6H, s), 3.56 (8H, s), 3.09 (4H, m).

Workup

  1. customAfter evaporation
  2. temperaturewithout heating
  3. customthe mixture was triturated with diethyl ether (10 ml)
  4. filtrationfiltered
  5. filtrationFiltration
  6. waitleft a pure product

Sources & evidence

ORD record
ord-71602766801143d98021af8a4523d8fd
Source dataset
uspto-grants-2012_07
Patent number
US08216856B2

Reaction notes

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