Hydrazine → HCID 131711191, compound

HRID 2419488Notes

Reaction equation

HRID 2419488 reaction equation
[NH:1]([C:81]([O:83][C:84]([CH3:87])([CH3:86])[CH3:85])=[O:82])[C@H:2]([C:12]([NH:14][C@H:15]([C:21]([NH:23][C@H:24]([C:35]([N:37]1[CH2:80][CH2:79][CH2:78][C@H:38]1[C:39]([NH:41][C@H:42]([C:47]([NH:49][C@H:50]([C:54]([NH:56][C@H:57]([C:68](OCC1C=CC=CC=1)=[O:69])[C@@H:58]([CH3:67])[O:59][CH2:60][C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1)=[O:55])[CH:51]([CH3:53])[CH3:52])=[O:48])[CH2:43][CH:44]([CH3:46])[CH3:45])=[O:40])=[O:36])[C@@H:25]([CH3:34])[O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:22])[CH2:16][CH2:17][C:18](=[O:20])[NH2:19])=[O:13])[CH2:3][O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[NH2:88][NH2:89]>CN(C=O)C.CO>[NH:1]([C:81]([O:83][C:84]([CH3:87])([CH3:86])[CH3:85])=[O:82])[C@H:2]([C:12]([NH:14][C@H:15]([C:21]([NH:23][C@H:24]([C:35]([N:37]1[CH2:80][CH2:79][CH2:78][C@H:38]1[C:39]([NH:41][C@H:42]([C:47]([NH:49][C@H:50]([C:54]([NH:56][C@H:57]([C:68]([NH:88][NH2:89])=[O:69])[C@@H:58]([CH3:67])[O:59][CH2:60][C:61]1[CH:62]=[CH:63][CH:64]=[CH:65][CH:66]=1)=[O:55])[CH:51]([CH3:53])[CH3:52])=[O:48])[CH2:43][CH:44]([CH3:46])[CH3:45])=[O:40])=[O:36])[C@@H:25]([CH3:34])[O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:22])[CH2:16][CH2:17][C:18](=[O:20])[NH2:19])=[O:13])[CH2:3][O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 131711192HCID 131711192, compound

Product 1

HCID 131711191HCID 131711191, compound

Reagents, catalysts & solvents 1

HCID 21901440N,N-dimethylformamide methanolSolvent

Procedure

Compound XIV (1.6 g, 1.32 mmol) was dissolved in DMF/MeOH (5:3; 16 ml) and treated with H2NNH2 (0.78 ml) for 72 hrs at 25° C. The white solid was filtered and washed with MeOH and water, yield 1.05 g (70.5%); mp 210°-210.5° C; [α]D25 -22.5° (c 1, DMF). Anal. Calcd for C58H84N10O13 (1129.37): C, 61.68; H, 7.50; N, 12.40. Found: C, 61.72; H, 7.26; N, 12.30.

Workup

  1. filtrationThe white solid was filtered
  2. washwashed with MeOH and water, yield 1.05 g (70.5%)

Sources & evidence

ORD record
ord-00a3415f71154a159a3fc73f7e969166
Source dataset
uspto-grants-1978_08
Patent number
US04105652

Reaction notes

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