Diethyl Ether → HCID 131712282, compound

HRID 1277352Notes

Reaction equation

HRID 1277352 reaction equation
[NH:1]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:2][C:3]([NH:5][C@H:6]([C:11]([NH:13][C@H:14]([C:19](OCC1C=CC=CC=1)=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17])=[O:12])[CH2:7][C:8](=[O:10])[NH2:9])=[O:4].O.[NH2:37][NH2:38].C(OCC)C>CO>[NH:1]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:2][C:3]([NH:5][C@H:6]([C:11]([NH:13][C@H:14]([C:19]([NH:37][NH2:38])=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17])=[O:12])[CH2:7][C:8](=[O:10])[NH2:9])=[O:4]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 24654Hydrazine hydrate (1:1)HCID 131712283HCID 131712283, compound

Product 1

HCID 131712282HCID 131712282, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

BOC-Gly-Asn-Leu-OBzl (5.0 g) was dissolved in 20 ml of methanol and 20 ml of 80% hydrazine hydrate was added thereto. The mixture was allowed to stand at room temperature overnight. Diethyl ether was added to the reaction mixture to ensure complete precipitation. The precipitate was collected by filtration, washed well with diethyl ether and re-precipitated from methanol-diethyl ether to obtain 3.9 g (yield 93.7%) of the desired material having a melting point of 204°-207° C. (dec.).

Workup

  1. customprecipitation
  2. filtrationThe precipitate was collected by filtration
  3. washwashed well with diethyl ether
  4. customre-precipitated from methanol-diethyl ether

Sources & evidence

ORD record
ord-c4a2d718e7454d95bbd5c3c898b81680
Source dataset
uspto-grants-1981_07
Patent number
US04277393

Reaction notes

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