Hydrochloric Acid → HCID 67641449, compound

HRID 1283374Notes

Reaction equation

HRID 1283374 reaction equation
[NH2:1][C@H:2]([C:11]([NH:13][C@H:14]([C:19]([OH:21])=[O:20])[C@H:15]([CH2:17][CH3:18])[CH3:16])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.CN1CCOCC1.ClC1C=C(Cl)C(Cl)=CC=1[O:38][C:39](=O)[C@H:40]([CH:52]([CH3:54])[CH3:53])[NH:41][C:42]([O:44][CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)=[O:43].Cl>CS(C)=O>[NH:41]([C:42]([O:44][CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)=[O:43])[C@H:40]([C:39]([NH:1][C@H:2]([C:11]([NH:13][C@H:14]([C:19]([OH:21])=[O:20])[C@H:15]([CH2:17][CH3:18])[CH3:16])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1)=[O:38])[CH:52]([CH3:54])[CH3:53]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 79724-MethylmorpholineHCID 7019110Tyr-IleHCID 129125353065-23-4

Product 1

HCID 67641449HCID 67641449, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Tyrosylisoleucine (29.4 parts) is suspended in 300 parts by volume of dimethyl sulfoxide and 10.1 parts of N-methylmorpholine added. Carbobenzoxyvaline-2,4,5-trichlorophenyl ester is added and the mixture stirred 48 hours at room temperature. The clear solution is poured into 6000 parts by volume of 0.1 N hydrochloric acid and the mixture is stirred until the initially oily product solidifies. The crude product, after washing with water and drying, is boiled with 1 l. of ether. The desired tri-peptide, Z-Val-Tyr-Ile, is obtained as a white powder.

Workup

  1. additionadded
  2. stirringthe mixture is stirred until the initially oily product
  3. washThe crude product, after washing with water
  4. customdrying

Sources & evidence

ORD record
ord-9fb854af290347ca9699eb3e0ea6493e
Source dataset
uspto-grants-1976_08
Patent number
US03975365

Reaction notes

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