Hydrazine hydrate (1:1) → HCID 131709993, compound

HRID 971567Notes

Reaction equation

HRID 971567 reaction equation
[NH:1]([C:69]([O:71][CH2:72][C:73]1[CH:78]=[CH:77][CH:76]=[CH:75][CH:74]=1)=[O:70])[C@H:2]([C:10]([NH:12][C@H:13]([C:26]([NH:28][C@H:29]([C:37]([NH:39][C@H:40]([C:46]([NH:48][C@H:49]([C:54]([NH:56][C@H:57]([C:65](OC)=[O:66])[CH2:58][C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=1)=[O:55])[CH2:50][C:51](=[O:53])[NH2:52])=[O:47])[CH2:41][CH2:42][C:43](=[O:45])[NH2:44])=[O:38])[C@@H:30]([CH3:36])[O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:27])[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:17][CH:16]=1)=[O:11])[C@@H:3]([CH3:9])OC(C)(C)C.[OH2:79].[NH2:80][NH2:81]>CO>[NH:1]([C:69]([O:71][CH2:72][C:73]1[CH:74]=[CH:75][CH:76]=[CH:77][CH:78]=1)=[O:70])[C@H:2]([C:10]([NH:12][C@H:13]([C:26]([NH:28][C@H:29]([C:37]([NH:39][C@H:40]([C:46]([NH:48][C@H:49]([C:54]([NH:56][C@H:57]([C:65]([NH:80][NH2:81])=[O:66])[CH2:58][C:59]1[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=1)=[O:55])[CH2:50][C:51](=[O:53])[NH2:52])=[O:47])[CH2:41][CH2:42][C:43](=[O:45])[NH2:44])=[O:38])[C@@H:30]([CH3:36])[O:31][C:32]([CH3:33])([CH3:35])[CH3:34])=[O:27])[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]([CH3:23])([CH3:25])[CH3:24])=[CH:17][CH:16]=1)=[O:11])[C@@H:3]([CH3:9])[O:79][C:15]([CH3:20])([CH3:16])[CH3:14]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 131709994HCID 131709994, compound

Product 1

HCID 131709993HCID 131709993, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.0 g of Z-Thr(tBu)-Tyr(tBu)-Thr(tBu)-Gln-Asn-Phe-OCH3 are dissolved in 150 ml of methanol and caused to react with 10.7 ml of hydrazine hydrate for 6 hours at room temperature. The precipitate is filtered off, washed with methanol, and dried in a high vacuum over concentrated sulfuric acid. Melting point 231° (decomp); [α]D20 = + 4° (c = 0.89 in dimethylformamide).

Workup

  1. filtrationThe precipitate is filtered off
  2. washwashed with methanol
  3. dry with materialdried in a high vacuum over concentrated sulfuric acid
  4. custom[α]D20 = + 4° (c = 0.89 in dimethylformamide)

Sources & evidence

ORD record
ord-ff1444235c2645ed938a84676f0667fc
Source dataset
uspto-grants-1979_07
Patent number
US04159981

Reaction notes

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