Hydrazine → HCID 131711196, compound

HRID 2419494Notes

Reaction equation

HRID 2419494 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:18]([NH:20][C@H:21]([C:26]([NH:28][C@H:29]([C:31]([O:33]CC1C=CC=CC=1)=O)[CH3:30])=[O:27])[CH2:22][C:23](=[O:25])[NH2:24])=[O:19])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:9].[NH2:48][NH2:49]>CO>[NH2:1][C@H:2]([C:18]([NH:20][C@H:21]([C:26]([NH:28][C@H:29]([C:31]([NH:48][NH2:49])=[O:33])[CH3:30])=[O:27])[CH2:22][C:23](=[O:25])[NH2:24])=[O:19])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:9]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 131711197HCID 131711197, compound

Product 1

HCID 131711196HCID 131711196, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Box-Lys(Z)-Asn-Ala-OBzl (XXIV) (2.3g, 3.5 mmol) was dissolved in MeOH (20 ml) with heating and treated with H2NNH2 (1.1 ml) at 4° C for 72 hr. The precipitated product was filtered and washed with MeOH and ether, yield 1.0g (49.3%). The white powder was crystallized from DMF with isopropanol; mp 177°-180° C; [α]D25 -14.9° (c 1.5, DMF). Anal. Calcd for C26H41N7O8 (579.67): C, 53.87; H, 7.13; N, 16.91. Found: C, 53.75; H, 7.19; N, 17.00.

Workup

  1. temperaturewith heating
  2. filtrationThe precipitated product was filtered
  3. washwashed with MeOH and ether, yield 1.0g (49.3%)
  4. customThe white powder was crystallized from DMF with isopropanol

Sources & evidence

ORD record
ord-cfa55a8dfec546a1a357c422e6d85e9a
Source dataset
uspto-grants-1978_08
Patent number
US04105652

Reaction notes

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