Hydrochloric Acid → HCID 131713829, compound

HRID 1632162Notes

Reaction equation

HRID 1632162 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C:2]([C:5]([NH:7][C@H:8]([C:16]([NH:18][C@H:19]([C:24]([O:26][CH3:27])=[O:25])[CH2:20][CH:21]([CH3:23])[CH3:22])=[O:17])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:6])([CH3:4])[CH3:3].[ClH:35]>C(OCC)(=O)C>[NH2:1][C:2]([C:5]([NH:7][C@H:8]([C:16]([NH:18][C@H:19]([C:24]([O:26][CH3:27])=[O:25])[CH2:20][CH:21]([CH3:23])[CH3:22])=[O:17])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:6])([CH3:3])[CH3:4].[ClH:35]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131713831HCID 131713831, compound

Product 1

HCID 131713829HCID 131713829, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Boc-Aib-Phe-Leu-OMe (14.38 g.) was dissolved in ethyl acetate (25 ml.). A solution of 3M-hydrogen chloride in ethyl acetate (33 ml.) was added and the mixture was stirred at ambient temperature for 1 hr., during which time a white crystalline solid separated out. The solid was collected by filtration, washed with ethyl acetate (3×15 ml.) and then dried in vacuo at ambient temperature to give H-Aib-Phe-Leu-OMe hydrochloride, RfKNH3 0.89, RfRNH3 0.74.

Workup

  1. custom, during which time a white crystalline solid separated out
  2. filtrationThe solid was collected by filtration
  3. washwashed with ethyl acetate (3×15 ml.)
  4. customdried in vacuo at ambient temperature

Sources & evidence

ORD record
ord-748dbaec8299403ba75a30e8942f1046
Source dataset
uspto-grants-1984_10
Patent number
US04474767

Reaction notes

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