Acetic Acid → L-Leucyl-L-alanyl-L-glutamine

HRID 1632386Notes

Reaction equation

HRID 1632386 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:7]([NH:9][C@H:10]([C:12]([NH:14][C@H:15]([C:21]([OH:23])=[O:22])[CH2:16][CH2:17][C:18](=[O:20])[NH2:19])=[O:13])[CH3:11])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].C(O)(=O)C.Br>CCOCC>[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:12]([NH:14][C@H:15]([C:21]([OH:23])=[O:22])[CH2:16][CH2:17][C:18](=[O:20])[NH2:19])=[O:13])[CH3:11])=[O:8])[CH2:3][CH:4]([CH3:5])[CH3:6]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 131713836HCID 131713836, compound

Product 1

HCID 71406523L-Leucyl-L-alanyl-L-glutamine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 2.10 g of Z-Leu-Ala-Gln-OH was added 20 ml of acetic acid solution containing 25% of hydrogen bromide, then the mixture was allowed to stand at a room temperature for 1 hour. After the completion of the reaction, dried ether was added to the reaction mixture to obtain H-Leu-Ala-Gln-OH.

Workup

  1. additionwas added to the reaction mixture

Sources & evidence

ORD record
ord-33566a57474341c2ad5612fd05c2a4f7
Source dataset
uspto-grants-1984_10
Patent number
US04474754

Reaction notes

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