HCID 19939465, compound → HCID 178441926, compound

HRID 36227Notes

Reaction equation

HRID 36227 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[C:38]3[N:42](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:41]=[N:40][N:39]=3)=[CH:28][CH:27]=2)[C:7](=[O:24])[N:8]([CH2:10][CH2:11][CH2:12][O:13][C:14](=[O:23])[N:15]([CH3:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:9]=1)[CH2:2][CH2:3][CH3:4]>C(O)(=O)C>[CH2:1]([C:5]1[N:6]([CH2:25][C:26]2[CH:27]=[CH:28][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[C:38]3[NH:42][N:41]=[N:40][N:39]=3)=[CH:30][CH:31]=2)[C:7](=[O:24])[N:8]([CH2:10][CH2:11][CH2:12][O:13][C:14](=[O:23])[N:15]([CH3:22])[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 19939465HCID 19939465, compound

Product 1

HCID 178441926HCID 178441926, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Deprotection of 5-n-butyl-2,4-dihydro-2-[3-(N-methyl-N-phenylcarbamoyloxy)propyl]-4-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one in 50% aqueous acetic acid was accomplished by the procedure of Example 3, Step B. After work-up, the residue was flash chromatographed over silica gel (35 mL for 0.13 mmole, gradient elution using 2-10% MeOH/CH2Cl2) to give the desired material as a foam in 68% yield, homogeneous by TLC in 10% MeOH/CH2Cl2, mass spectrum (FAB) m/e 567 (M+1)+.

Workup

  1. customchromatographed over silica gel (35 mL for 0.13 mmole, gradient elution using 2-10% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-92210ba63b8f4b199b918f4dda0aefc4
Source dataset
uspto-grants-1995_05
Patent number
US05411980

Reaction notes

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