Hydrochloric Acid → HCID 131713312, compound

HRID 904975Notes

Reaction equation

HRID 904975 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@@H:2]([C:13]([NH:15][C@H:16]([C:20]([NH:22][C@H:23]([C:36]([O:38][CH3:39])=[O:37])[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[CH:27][CH:26]=1)=[O:21])[CH:17]([CH3:19])[CH3:18])=[O:14])[CH2:3][CH2:4][CH2:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[ClH:50]>CO.[H][H]>[NH2:1][C@@H:2]([C:13]([NH:15][C@H:16]([C:20]([NH:22][C@H:23]([C:36]([O:38][CH3:39])=[O:37])[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[CH:27][CH:26]=1)=[O:21])[CH:17]([CH3:19])[CH3:18])=[O:14])[CH2:3][CH2:4][CH2:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[ClH:50]

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 131713311HCID 131713311, compound

Product 1

HCID 131713312HCID 131713312, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

Pd-on-charcoal catalyst is added to a solution of 2.3 g of Z-D-Aad(OBut)-Val-Tyr(But)-OMe in 100 ml of methanol and hydrogen is passed through the solution at pH 4.5 (autotitrator), while stirring and while adding approx. 2 N methanolic hydrochloric acid, until no further methanolic hydrochloric acid is taken up. The catalyst is then filtered off and the filtrate is concentrated. Yield 1.98 g, melting point 85°-87°, [α]D22 =-14.9° (c=1, methanol).

Workup

  1. filtrationThe catalyst is then filtered off
  2. concentrationthe filtrate is concentrated
  3. customYield 1.98 g, melting point 85°-87°, [α]D22 =-14.9° (c=1, methanol)

Sources & evidence

ORD record
ord-ca9937fd8b104b3b8d160bcaaddf2756
Source dataset
uspto-grants-1983_12
Patent number
US04420424

Reaction notes

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