Ethyl 2-[2-butyl-3,4-dihydro-4-oxo-3-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-6-quinazolinyl]hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylate → HCID 178441448, compound

HRID 1708484Notes

Reaction equation

HRID 1708484 reaction equation
[CH2:1]([C:5]1[N:14]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[N:32](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:31]=[N:30][N:29]=3)=[CH:18][CH:17]=2)[C:13](=[O:52])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH:53]3[O:57][N:56]4[CH2:58][CH2:59][CH2:60][CH:55]4[CH:54]3[C:61]([O:63][CH2:64][CH3:65])=[O:62])[CH:11]=2)[N:6]=1)[CH2:2][CH2:3][CH3:4]>C(O)C.C(Cl)(Cl)Cl.C(OCC)(=O)C>[CH2:1]([C:5]1[N:14]([CH2:15][C:16]2[CH:17]=[CH:18][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[NH:32][N:31]=[N:30][N:29]=3)=[CH:20][CH:21]=2)[C:13](=[O:52])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH:53]3[O:57][N:56]4[CH2:58][CH2:59][CH2:60][CH:55]4[CH:54]3[C:61]([O:63][CH2:64][CH3:65])=[O:62])[CH:11]=2)[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 1

HCID 18958919Ethyl 2-[2-butyl-3,4-dihydro-4-oxo-3-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-6-quinazolinyl]hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylate

Product 1

HCID 178441448HCID 178441448, compoundYield 50.4%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 0.174 g of ethyl 2-[2-butyl-3,4-dihydro-4-oxo-3-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-6-quinazolinyl]hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylate in 2.0 ml of ethanol and 1.0 ml of chloroform containing 2.0 ml of 3M HC1 in ethyl acetate is stirred at room temperature for 1 hour. The volatiles are evaporated in vacuo to a residue which is purified by column chromatography on silica gel by elution with 9:1 chloroform-methanol to give 0.063 g of the desired product as a solid. FAB Mass spec 620 (M+H).

Workup

  1. customThe volatiles are evaporated in vacuo to a residue which
  2. customis purified by column chromatography on silica gel by elution with 9:1 chloroform-methanol

Sources & evidence

ORD record
ord-2b4ac4ee69cf4cd2beea0855b7345ff0
Source dataset
uspto-grants-1994_10
Patent number
US05358951

Reaction notes

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