HCID 131711285, compound → HCID 131711286, compound

HRID 1111720Notes

Reaction equation

HRID 1111720 reaction equation
[NH:1]([C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26])[C@@H:2]([C:15]([O:17]CC1C=CC=CC=1)=[O:16])[CH2:3][CH2:4][C:5](=[O:14])[NH:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>O1CCOCC1.O>[NH:1]([C:25]([O:27][CH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)=[O:26])[C@@H:2]([C:15]([OH:17])=[O:16])[CH2:3][CH2:4][C:5](=[O:14])[NH:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 1

HCID 131711285HCID 131711285, compound

Product 1

HCID 131711286HCID 131711286, compound

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

6 Grams of Z-D-Gln(Bzl)-OBzl are suspended in 100 ml of dioxane/water (4:1) and titrated with 1n-sodium hydroxide solution (thymolphthalein as indicator). Consumption: 13 ml of 1n-NaOH. Neutralisation with 2n-HCl and concentration are then carried out. The residue is distributed between ethyl acetate and 2n-HCl. Insoluble matter is filtered off with suction. The ethyl acetate phase is washed with water, dried with sodium sulphate and concentrated. The residue is triturated with ether and filtered off with suction. Yield: 3.05 grams melting at 80°-110°.

Workup

  1. customConsumption
  2. concentrationNeutralisation with 2n-HCl and concentration
  3. filtrationInsoluble matter is filtered off with suction
  4. washThe ethyl acetate phase is washed with water
  5. dry with materialdried with sodium sulphate
  6. concentrationconcentrated
  7. customThe residue is triturated with ether
  8. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-85805067accd4bff95ce2b46cbdd5835
Source dataset
uspto-grants-1978_10
Patent number
US04118483

Reaction notes

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