HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzeneacetic acid, alpha-bromo-, methyl ester → 5-n-Butyl-2-[alpha-(carbomethoxy)benzyl]-2,4-dihydro-4-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzeneacetic acid, alpha-bromo-, methyl ester | HCID 137806 | — |
| Reactant | 5-n-Butyl-2,4-dihydro-4-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one | HCID 19939386 | — |
| Product | 5-n-Butyl-2-[alpha-(carbomethoxy)benzyl]-2,4-dihydro-4-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one | HCID 19939404 | 57% |
Reaction Steps
The alkylation of 5-n-butyl-2,4-dihydro-4-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one (from Example 2, Step D) with methyl α-bromophenyl-acetate was carried out as described in Example 3, Step A, except 3 equivalents of the alkylating agent was used. After work-up, flash chromatography of the crude product over silica gel (50 mL for 0.24 mmole, elution with 0.5% MeOH/CH2Cl2) gave the title compound in 57% yield as an oil, homogeneous by TLC in 2% MeOH/CH2Cl2, mass spectrum (FAB) m/e 766 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05411980 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-498e6b5eba2c43d4a957517d7cb0c428 |
| Source note | uspto-grants-1995_05 |