HCID 131715020, compound → HCID 131715019, compound

HRID 980404Notes

Reaction equation

HRID 980404 reaction equation
N[C@H](C(CBr)=[O:8])CC(C)C.Br.[NH:12]([C:37]([O:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:38])[C@H:13]([C:21]([NH:23][CH2:24][C:25]([NH:27][C@H:28]([C:33](CCl)=[O:34])[CH2:29]C(C)C)=[O:26])=[O:22])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[NH:12]([C:37]([O:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:38])[C@H:13]([C:21]([NH:23][CH2:24][C:25]([OH:26])=[O:8])=[O:22])[CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1.[CH3:29][C@H:28]([NH2:27])[C:33]([OH:34])=[O:8]

Participants

3

Reactant 2

HCID 131715020HCID 131715020, compoundHCID 131715022HCID 131715022, compound

Product 1

HCID 131715019HCID 131715019, compound

Procedure

A mixed anhydride of Z-Phe-Gly-ALa-OH (0.41 g, 0.95 mmol) was prepared and coupled to H-LeuCH2Br.HBr substantially according to the procedure described for preparation of Z-Phe-Gly-Leu-CH2Cl, above. The resulting product was crystallized from ethyl acetate:hexane to yield 0.30 g. Product was recrystallized from the same solvents to yield 0.07 g, m.p. 135.5°-138° (dec.).

Workup

  1. customThe resulting product was crystallized from ethyl acetate
  2. customhexane to yield 0.30 g
  3. customProduct was recrystallized from the same solvents
  4. customto yield 0.07 g, m.p. 135.5°-138° (dec.)

Sources & evidence

ORD record
ord-35c89a12ed8844e7a2233c2fd94e4f6b
Source dataset
uspto-grants-1987_01
Patent number
US04636492

Reaction notes

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