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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

반응식

참여 물질

역할이름HCID투입량
반응물MethanolHCID 887—
반응물PentamethylbenzeneHCID 12784—
반응물Boron TrichlorideHCID 25135—
반응물HCID 68503405HCID 68503405—
용매DichloromethaneHCID 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'-triolHCID 2482953548.9%

반응 조건

온도-78 °C

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

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08207134B2
출처 데이터셋uspto-grants-2012_06
ORD IDord-23a20a21e36649748f2e82539f1792ba
출처 메모uspto-grants-2012_06