Hydrazine hydrate (1:1) → HCID 131712872, compound

HRID 2198663Notes

Reaction equation

HRID 2198663 reaction equation
[NH:1]([C:53]([O:55][CH2:56][C:57]1[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=1)=[O:54])[C@H:2]([C:11]([NH:13][C@H:14]([C:18]([NH:20][C@H:21]([C:34]([NH:36][C@H:37]([C:43]([NH:45][C@H:46]([C:49](OC)=[O:50])[CH2:47][OH:48])=[O:44])[CH2:38][CH2:39][C:40](=[O:42])[NH2:41])=[O:35])[CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])=[O:19])[C@@H:15]([CH3:17])[OH:16])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7](O)=[CH:6][CH:5]=1.[NH2:63][NH2:64].[OH2:65]>CO>[NH:1]([C:53]([O:55][CH2:56][C:57]1[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=1)=[O:54])[C@H:2]([C:11]([NH:13][C@H:14]([C:18]([NH:20][C@H:21]([C:34]([NH:36][C@H:37]([C:43]([NH:45][C@H:46]([C:47]([NH:63][NH2:64])=[O:48])[CH2:49][OH:50])=[O:44])[CH2:38][CH2:39][C:40](=[O:42])[NH2:41])=[O:35])[CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]([O:29][C:30]([CH3:32])([CH3:33])[CH3:31])=[O:28])=[O:19])[C@@H:15]([CH3:17])[OH:16])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:65])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 131712873HCID 131712873, compound

Product 1

HCID 131712872HCID 131712872, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 270 ml of MeOH were dissolved 3.93 g of Z-Tyr-Thr-Lys(Boc)-Gln-Ser-OMe, and 2.5 ml of NH2NH2.H2O was added to the solution, followed by allowing the mixture to stand at room temperature for 48 hours. The resulting crystals were recovered by filtration and recrystallized from MeOH. Yield 3.4 g (86.5%); m.p. 204°-205° C. (decomp.); [α]D22 -9.0° (c=0.5, DMF); Rf2 =0.36.

Workup

  1. additionwas added to the solution
  2. filtrationThe resulting crystals were recovered by filtration
  3. customrecrystallized from MeOH

Sources & evidence

ORD record
ord-0f03f79c682c4f39ac6ad4ec745c8526
Source dataset
uspto-grants-1982_11
Patent number
US04358440

Reaction notes

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