Diethyl Ether → HCID 131713874, compound

HRID 1632420Notes

Reaction equation

HRID 1632420 reaction equation
[NH:1]([C:23]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:24])[C@H:2]([C:5]([NH:7][C@H:8]([C:13]([NH:15][C@H:16]([C:19](OC)=[O:20])[CH2:17][OH:18])=[O:14])[CH2:9][CH:10]([CH3:12])[CH3:11])=[O:6])[CH2:3]O.[NH2:33][NH2:34].[OH2:35].CCOCC>CO>[NH:1]([C:23]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:24])[C@H:2]([C:5]([NH:7][C@H:8]([C:13]([NH:15][C@H:16]([C:17]([NH:33][NH2:34])=[O:18])[CH2:19][OH:20])=[O:14])[CH2:9][CH:10]([CH3:12])[CH3:11])=[O:6])[CH2:3][OH:35]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 24654Hydrazine hydrate (1:1)HCID 91978513Z-Ser-Leu-Ser-OCH3

Product 1

HCID 131713874HCID 131713874, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.00 Grams of Z-Ser-Leu-Ser-OCH3 was dissolved in 40 ml of methanol, then 1.10 ml of 100%-NH2NH2.H2O was added to the solution under ice-cooled condition, and the reaction mixture was allowed to stand at a room temperature for 18 hours. After completion of the reaction, the solvent was removed by distillation under a reduced pressure, and the residue obtained was solidified by adding ether, then an excess of NH2NH2.H2O was removed by adding water, then reprecipitated from methanol-ethyl acetate to obtain 1.91 g of the desired product.

Workup

  1. temperaturecooled condition
  2. customAfter completion of the reaction
  3. customthe solvent was removed by distillation under a reduced pressure
  4. customthe residue obtained
  5. customan excess of NH2NH2.H2O was removed
  6. additionby adding water
  7. customreprecipitated from methanol-ethyl acetate

Sources & evidence

ORD record
ord-d8d48c719aff4241a992fd40c0d9efb8
Source dataset
uspto-grants-1984_10
Patent number
US04474754

Reaction notes

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