Hydrochloric Acid → HCID 131713266, compound

HRID 904949Notes

Reaction equation

HRID 904949 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:15]([NH:17][C@H:18]([C:28]([NH:30][C@H:31]([C:35]([NH:37][C@H:38]([C:42]([O:44][CH3:45])=[O:43])[CH:39]([CH3:41])[CH3:40])=[O:36])[CH:32]([CH3:34])[CH3:33])=[O:29])[CH2:19][CH2:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:16])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].[ClH:56]>CO>[NH2:1][C@H:2]([C:15]([NH:17][C@H:18]([C:28]([NH:30][C@H:31]([C:35]([NH:37][C@H:38]([C:42]([O:44][CH3:45])=[O:43])[CH:39]([CH3:40])[CH3:41])=[O:36])[CH:32]([CH3:34])[CH3:33])=[O:29])[CH2:19][CH2:20][C:21](=[O:27])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:16])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9].[ClH:56]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12944637Z-Lys(Boc)-Glu(OBut)-Val-Val-OMe

Product 1

HCID 131713266HCID 131713266, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7 g of Z-Lys(Boc)-Glu(OBut)-Val-Val-OMe are dissolved in 150 ml of methanol. The solution 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 5.45 g, melting point 194°-198°, [α]D23 =-33.1° (c=1, in methanol).

Workup

  1. filtrationthe catalyst is filtered off
  2. concentrationthe filtrate is concentrated
  3. customThe residue crystallizes
  4. customon being triturated with ether
  5. customYield 5.45 g, melting point 194°-198°, [α]D23 =-33.1° (c=1, in methanol)

Sources & evidence

ORD record
ord-bb648259d87241229616fb67f3d72240
Source dataset
uspto-grants-1983_12
Patent number
US04420424

Reaction notes

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