Ammonia → HCID 18639821, compound

HRID 1031254Notes

Reaction equation

HRID 1031254 reaction equation
C([S:4][CH:5]([CH:14]([C:19]([NH:21][C@H:22]([C:32]([NH:34][CH3:35])=[O:33])[CH2:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=1)=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:6][C:7]([NH:9][CH2:10][C:11]([OH:13])=[O:12])=[O:8])(=O)C.N>CO>[SH:4][CH:5]([CH:14]([C:19]([NH:21][C@H:22]([C:32]([NH:34][CH3:35])=[O:33])[CH2:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=1)=[O:20])[CH2:15][CH:16]([CH3:17])[CH3:18])[CH2:6][C:7]([NH:9][CH2:10][C:11]([OH:13])=[O:12])=[O:8]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 18639814HCID 18639814, compound

Product 1

HCID 18639821HCID 18639821, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-[3-acetylmercapto-6-methyl-4-[[[1-(S)-[(methylamino)carbonyl]-2-(4-methoxyphenyl)ethyl]amino]carbonyl]heptanoylamino]ethanoic acid (E14, Isomer A; 15 mg, 0.029 mmol) in nitrogen-purged methanol (5 ml) was cooled in ice and treated with 35% aqueous ammonia (0.3 ml). After 2 h the solvents were evaporated in vacuo and the residue was triturated with ethyl acetate to give the title compound as a single isomer (Isomer A), 11 mg (80%), mp 228°-231° C.

Workup

  1. temperaturewas cooled in ice
  2. customAfter 2 h the solvents were evaporated in vacuo
  3. customthe residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-3416bba841c340c084cd7ac44135ff33
Source dataset
uspto-grants-1992_04
Patent number
US05109000

Reaction notes

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