Hydrochloric Acid → HCID 14724724, compound

HRID 1460720Notes

Reaction equation

HRID 1460720 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:10]([NH:12][C@H:13]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:14][O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[ClH:37]>CO.[Pd].[C]>[NH2:1][C@@H:2]([C:10]([NH:12][C@H:13]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:14][O:15][C:16]([CH3:19])([CH3:17])[CH3:18])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[ClH:37]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 131717096HCID 131717096, compound

Product 1

HCID 14724724HCID 14724724, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

22.0 g of Z-Phe-Ser(tBu)-OtBu are dissolved in methanol and catalytically (Pd/carbon) hydrogenated at pH 4.5 with the addition of methanolic hydrochloric acid by means of an autotitrator. After the hydrogenation is complete, the catalyst is filtered off with suction through kieselguhr, and the filtrate is concentrated. The residue is triturated with diethyl ether. The substance solidifies and can be filtered off with suction.

Workup

  1. filtrationthe catalyst is filtered off with suction through kieselguhr
  2. concentrationthe filtrate is concentrated
  3. customThe residue is triturated with diethyl ether
  4. filtrationcan be filtered off with suction

Sources & evidence

ORD record
ord-ed251da2aa5642e69b38ad05a8029b36
Source dataset
uspto-grants-1991_12
Patent number
US05071836

Reaction notes

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