| Identification | Back Directory | [Name]
1H-IMidazole-5-carboxylic acid, 4-(1-hydroxy-1-Methylethyl)-2-propyl-1-[[2'-[1-(triphenylMethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]Methyl]-, ethyl ester | [CAS]
144690-33-5 | [Synonyms]
OMSTINT-J
Olmesartan Medoxomil-19
Trityl olMesartan ethyl ester
Olmesartan Medoxomil Impurity 31
Olmesartan Medoxomil Impurity 28
OlMesartan Ethyl Ester Trityl IMpurity
5-(4'-(dibromomethyl)-[1,1'-biphenyl]-2-yl)-1H-tetrazole
4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol
1H-IMidazole-5-carboxylic acid, 4-(1-hydroxy-1-Methylethyl)-2-propyl-1-[[2'-[1
4-(1-Hydroxy-1-methylethyl)-2-propyl-1[4-[2-(trityltetrazol-5-yl)phenyl]phenyl]methylimidazo-5-carboxylate ethyl
Ethyl 4-(2-hydroxy-2-propanyl)-2-propyl-1-{[2'-(1-trityl-1H-tetra zol-5-yl)-4-biphenylyl]methyl}-1H-imidazole-5-carboxylate
Ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate
4-(1-Hydroxy-1-methylethyl)-2-propyl-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-carboxylic acid ethyl ester
1H-IMidazole-5-carboxylic acid, 4-(1-hydroxy-1-Methylethyl)-2-propyl-1-[[2'-[1-(triphenylMethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]Methyl]-, ethyl ester
Olmesartan Medoxomil impurity 2/Olmesartan Ethyl Ester Trityl Impurity/Ethyl 4-(2-Hydroxypropan-2-yl)-2-propyl-1-((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate | [EINECS(EC#)]
604-436-8 | [Molecular Formula]
C45H44N6O3 | [MDL Number]
MFCD11973634 | [MOL File]
144690-33-5.mol | [Molecular Weight]
716.87 |
| Chemical Properties | Back Directory | [Melting point ]
161℃ | [Boiling point ]
889.7±75.0 °C(Predicted) | [density ]
1.18±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
13.18±0.29(Predicted) | [color ]
White to Off-White | [Water Solubility ]
4.6μg/L at 25℃ | [LogP]
9.64 at 25℃ |
| Hazard Information | Back Directory | [Uses]
Tritylolmesartan Ethyl Ester is an impurity of olmesartan medoxomil (O550000), an angiotensin II receptor antagonist and anti-hypertensive drug. | [Synthesis]
To ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[4-[2-(tetrazol-5-yl)phenyl]phenyl]methylimidazole-5-carboxylate (BIH, 100 g, 1 eq.) was added dichloromethane (500 mL, 5 vol.), and stirred until completely dissolved. Triethylamine (32.3 mL, 1.1 eq.) was added and the reaction mixture was cooled to 0 °C - 5 °C. A solution of triphenylchloromethane (63.22 g, 1.08 eq.) in dichloromethane (300 mL, 3 vol.) was slowly added dropwise over 30 min at 0 °C-5 °C. After the dropwise addition was completed, the reaction mixture was warmed to 25°C-30°C with continuous stirring for 12 hours. Triphenylchloromethane (2.92 g, 0.05 eq.) was added additionally and stirring was continued for 3 hours. The reaction was monitored by thin layer chromatography (TLC, unfolding agent: 10% methanol/dichloromethane, UV detection) to confirm complete conversion of BIH. The reaction mixture was cooled to 0°C-5°C, demineralized water (270 mL, 2.7 v/v) was added, and stirred at 25°C-30°C for 15 min. Layers were left to separate and the aqueous phase was extracted with dichloromethane (200 mL, 2 volumes). The organic phases were combined and washed with deionized water (500 mL, 5 volumes). The organic phase was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure at 40°C-45°C to afford ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[4-[2-(triphenylmethyltetrazol-5-yl)phenyl]phenyl]methylimidazole-5-carboxylate (BIT, 135 g, 89% yield). | [References]
[1] Patent: EP2891650, 2015, A1. Location in patent: Paragraph 0298-0300
[2] Patent: US2015/239854, 2015, A1. Location in patent: Page/Page column 39 |
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