Hydrochloric Acid → HCID 131713265, compound

HRID 904948Notes

Reaction equation

HRID 904948 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:12]([NH:14][C@H:15]([C:19]([NH:21][C@H:22]([C:26]([O:28][CH3:29])=[O:27])[CH:23]([CH3:25])[CH3:24])=[O:20])[CH:16]([CH3:18])[CH3:17])=[O:13])[CH2:3][CH2:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].[ClH:40]>CO>[NH2:1][C@H:2]([C:12]([NH:14][C@H:15]([C:19]([NH:21][C@H:22]([C:26]([O:28][CH3:29])=[O:27])[CH:23]([CH3:24])[CH3:25])=[O:20])[CH:16]([CH3:18])[CH3:17])=[O:13])[CH2:3][CH2:4][C:5](=[O:11])[O:6][C:7]([CH3:9])([CH3:8])[CH3:10].[ClH:40]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12944630HCID 12944630, compound

Product 1

HCID 131713265HCID 131713265, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

13 g of Z-Glu(OBut)-Val-Val-OMe are suspended in about 150 ml of methanol. The suspension is subjected to catalytic hydrogenation at pH 4.5 after adding Pd-on-BaSO4 and 2 N methanolic hydrochloric acid. When the reaction is complete the catalyst is filtered off and the filtrate is concentrated. The residue crystallizes on being triturated with ether. Yield 9.55 g, melting point 192°, [α]D23 =-20.9° (c=1, in methanol).

Workup

  1. filtrationis filtered off
  2. concentrationthe filtrate is concentrated
  3. customThe residue crystallizes
  4. customon being triturated with ether
  5. customYield 9.55 g, melting point 192°, [α]D23 =-20.9° (c=1, in methanol)

Sources & evidence

ORD record
ord-02388efa62c84b99beca1ae09111154d
Source dataset
uspto-grants-1983_12
Patent number
US04420424

Reaction notes

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