Chloroform methanol → HCID 22405501, compound

HRID 441194Notes

Reaction equation

HRID 441194 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]1[C:13](=[O:46])[N:14]([CH2:25][C:26]([NH:28][CH:29]([CH:43]([CH3:45])[CH3:44])[CH:30]([O:35][Si](C(C)(C)C)(C)C)[C:31]([F:34])([F:33])[F:32])=[O:27])[C:15]([CH3:24])=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:17]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC(NC1C(=O)N(CC(NC(C(C)C)C(O)C(F)(F)F)=O)C(C)=C(C2C=CC=CC=2)C=1)=O)C1C=CC=CC=1.C(Cl)(Cl)Cl.CO>C(Cl)(Cl)Cl.C(OCC)(=O)C>[CH2:1]([O:8][C:9]([NH:11][C:12]1[C:13](=[O:46])[N:14]([CH2:25][C:26]([NH:28][CH:29]([CH:43]([CH3:44])[CH3:45])[C:30](=[O:35])[C:31]([F:34])([F:33])[F:32])=[O:27])[C:15]([CH3:24])=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:17]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 21584188Chloroform methanolHCID 22405466HCID 22405466, compoundHCID 22405485HCID 22405485, compound

Product 1

HCID 22405501HCID 22405501, compound

Reagents, catalysts & solvents 1

HCID 21584013Chloroform ethylacetateSolvent

Procedure

Using a similar procedure to that described in Example 1.e., 2-(3-benzyloxycarbonylamino-6-methyl-2-oxo-5-phenyl-1,2-dihydro-1-pyridyl)-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide was converted into 2-(3-benzyloxycarbonylamino-6-methyl-2-oxo-5-phenyl-1,2-dihydro-1-pyridyl)-N-(3,3,3-trifluoro-2-hydroxy-1-isopropylpropyl)acetamide; chromatography solvent: chloroform:methanol (40:1); TLC: Rf =O.14, chloroform:ethyl acetate (20:1); MS: m/z=546(M+1).

Sources & evidence

ORD record
ord-083bc93fe7f3428a8dc96a63f2b97be1
Source dataset
uspto-grants-1996_05
Patent number
US05521179

Reaction notes

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