Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1683354생성일: 2026년 10월 25일
Trimethyl orthoformate → (4S,5R)-3-t-butoxycarbonyl-2-methoxy-4-phenyl-5-methoxycarbonyl-1,3-oxazolidine
https://huagongshe.com/reaction/1683354
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Trimethyl orthoformate | HCID 9005 | — |
| 반응물 | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| 반응물 | Methyl (alphaR,betaS)-beta-(((1,1-dimethylethoxy)carbonyl)amino)-alpha-hydroxybenzenepropanoate | HCID 11140973 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | (4S,5R)-3-t-butoxycarbonyl-2-methoxy-4-phenyl-5-methoxycarbonyl-1,3-oxazolidine | HCID 57061955 | 40% |
반응 단계
A solution of 10.0 g of methyl (2R,3S)-3-t-butoxycarbonylamino-2-hydroxy-3-phenylpropionate, 0.334 g of pyridinium p-toluenesulphonate and 3.75 cm3 of trimethyl orthoformate in 70 cm3 of toluene is heated to reflux. 4 cm3 of solvent are distilled off. After cooling to a temperature in the region of 20° C. and filtration, the filtrate is concentrated to dryness under reduced pressure. The residue is taken up with 50 cm3 of hexane. The slurry obtained is filtered, rinsed and drained. 4.6 g of (4S,5R)-3-t-butoxycarbonyl-2-methoxy-4-phenyl-5-methoxycarbonyl-1,3-oxazolidine are thereby obtained in a 40% yield in the form of a mixture of diastereoisomers, the characteristics of which are as follows:
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US05637723 |
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| 출처 데이터셋 | uspto-grants-1997_06 |
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| ORD ID | ord-c7eed6b15d1a427aa270f3bb9bc5b152 |
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| 출처 메모 | uspto-grants-1997_06 |
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