Methanol → HCID 22881969, compound

HRID 862232Notes

Reaction equation

HRID 862232 reaction equation
C([C:8]1[NH:12][C:11]([C:13]([NH:15][C@H:16]([C:18]([NH:20][C@H:21]([CH:26]=[O:27])[CH2:22][C:23]([OH:25])=[O:24])=[O:19])[CH3:17])=[O:14])=[CH:10][CH:9]=1)C1C=CC=CC=1.C(C1NC(C(N[C@@H](C(N[C@H]2CC(=O)O[C@@H]2OCC2C=CC=CC=2)=O)C)=O)=CC=1)C1C=CC=CC=1.CO.[K+].[Br-]>O>[NH:12]1[CH:8]=[CH:9][CH:10]=[C:11]1[C:13]([NH:15][C@H:16]([C:18]([NH:20][C@H:21]([CH:26]=[O:27])[CH2:22][C:23]([OH:25])=[O:24])=[O:19])[CH3:17])=[O:14]

Participants

6

Reactant 4

HCID 887MethanolHCID 253877Potassium BromideHCID 22881967HCID 22881967, compoundHCID 86619228HCID 86619228, compound

Product 1

HCID 22881969HCID 22881969, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(3S)3-[N-(5-Benzylpyrrole-2-carbonyl)-L-alaninyl]amino-4-oxobutanoic acid (36b), was prepared (41%) from 35b by the method described for compound 36a, to afford an off white solid: mp. 109°-112° C.; [α]D25 +6.3° (c 0.3, methanol); IR (KBr) 3368, 1724, 1630, 1530, 1453, 1414, 1233, 1049; 1H NMR(d4 methanol) δ 7.25-7.11 (5H, m), 6.76 (1H, d, J=3.5), 5.84 (1H, d, J=3.5), 4.51 (1H, m), 4.43 (1H, q, J=7.1), 4.23 (1H, m), 2.5 (2H, m),1.35 (3H, d, J=7.0). Anal. Calcd for C19H21N3O5. 1.75 H2O: C, 56.64; H, 6.13; N, 10.43. Found: C, 56.34; H, 5.72; N, 10.00. ##STR120##

Workup

  1. customto afford an off white solid

Sources & evidence

ORD record
ord-661f623ff7424580ba8ae41f29c94a72
Source dataset
uspto-grants-1998_02
Patent number
US05716929

Reaction notes

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