Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl oxoacetate | HCID 70211 | — |
| Reactant | (R)-(-)-2-Amino-1-propanol | HCID 80308 | — |
| Reactant | 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid | HCID 53260165 | — |
| Reactant | HCID 131734766 | HCID 131734766 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 131734765 | HCID 131734765 | — |
Reaction Steps
By using ethyl glyoxylate (polymer type, a solution of 47% toluene) (2.0 mL, 9.5 mmol), (2R)-2-aminopropan-1-ol (0.73 mL, 9.5 mmol) and 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (1.0 g, 4.9 mmol), the same procedure as in Reference Example 1 was carried out to obtain a diastereomer mixture of ethyl (2RS,4R)-4-methyl-3-[5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoyl]-1,3-oxazolidine-2-carboxylate. The obtained diastereomer mixture was purified by thin layer chromatography (1 mm, hexane/EtOAc=66/34) to obtain ethyl (2S,4R)-4-methyl-3-[5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoyl]-1,3-oxazolidine-2-carboxylate (colorless oil). By using the obtained colorless oil as the raw material, the same procedure as in Reference Example 4 was carried out to obtain the title compound (0.041 g) (colorless oil).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266870B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-e45cbd7d249d40ffbba1841fe507b183 |
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| Source note | uspto-grants-2016_02 |
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