Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 221939생성일: 2026년 10월 23일
Methanol → (3'r,4's,5s,5's,6'r)-3-[(4-Ethylphenyl)methyl]-6'-hydroxymethyl-3',4',5',6'-tetrahydro-spiro[furo[3,4,f]benzoisoxazole-5(7h),2'-[2h]pyran]-3',4',5'-triol
https://huagongshe.com/ko/reaction/221939
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Methanol | HCID 887 | — |
| 반응물 | Pentamethylbenzene | HCID 12784 | — |
| 반응물 | Boron Trichloride | HCID 25135 | — |
| 반응물 | HCID 68503405 | HCID 68503405 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | (3'r,4's,5s,5's,6'r)-3-[(4-Ethylphenyl)methyl]-6'-hydroxymethyl-3',4',5',6'-tetrahydro-spiro[furo[3,4,f]benzoisoxazole-5(7h),2'-[2h]pyran]-3',4',5'-triol | HCID 24829535 | 48.9% |
반응 단계
(3′R,4′S,5S,5′S,6′R)-3′,4′,5′-tris-benzyloxy-6′-benzyloxymethyl-3-[(4-ethylphenyl)methyl]-3′,4′,5′,6′-tetrahydro-spiro[furo[3,4,f]benzoisoxazole-5(7H),2′-[2H]pyran] (86.9 mg, 0.110 mmol) was dissolved in dichloromethane (3.7 mL). Pentamethylbenzene (0.245 g, 1.65 mmol) was added thereto, and then this solution was cooled to −78° C. A solution of boron trichloride in dichloromethane (1.0 M, 0.55 mL) was added dropwise thereto. The resulting mixture was stirred for 2 hours, and then methanol (2.5 mL) was added thereto. The temperature of the mixture was raised to room temperature. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel flash column chromatography (developing solution=methanol:dichloromethane (1:12)), to thereby obtain the titled compound (23.0 mg, 48%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08207134B2 |
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| 출처 데이터셋 | uspto-grants-2012_06 |
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| ORD ID | ord-23a20a21e36649748f2e82539f1792ba |
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| 출처 메모 | uspto-grants-2012_06 |
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