Boron trifluoride → HCID 18731514, 화합물

HRID 843505

반응식

HRID 843505 반응식
C(O[C@@H:5]1[O:27][C@H:26]([CH2:28][O:29]C(=O)C2C=CC=CC=2)[C@@H:16]([O:17]C(=O)C2C=CC=CC=2)[C@H:6]1[O:7]C(=O)C1C=CC=CC=1)(=O)C.[OH:38][C:39]1[CH:48]=[CH:47][CH:46]=[C:45]2[C:40]=1[CH2:41][CH2:42][CH2:43][C:44]2=[O:49].B(F)(F)F>ClCCl>[O:38]([C:39]1[CH:48]=[CH:47][CH:46]=[C:45]2[C:40]=1[CH2:41][CH2:42][CH2:43][C:44]2=[O:49])[C@@H:5]1[O:27][C@H:26]([CH2:28][OH:29])[C@@H:16]([OH:17])[C@H:6]1[OH:7]

참가 물질

5

반응물 3

HCID 6356Boron trifluorideHCID 81455beta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoateHCID 1199215-Hydroxy-1-tetralone

생성물 1

HCID 18731514HCID 18731514, 화합물수율 139.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (426 mg, 0.84 mmol), 5-hydroxy-1-tetralone (122 mg, 0.75 mmol) and boron trifluoride diethyletherate (120 mg, 0.84 mmol, 106 μl) in dichloromethane (4 ml) was stirred at room temperature, under argon for 19 hours. Work-up as for Stage 1 in Example 1 then flash chromatography on silica gel (eluting with 2% acetone in toluene) gave the title compound as a colourless oil (308 mg of approx. 51% purity).

출처 및 근거

ORD 기록
ord-9bc91ba1127d4f1dbbb67554e2a18d1b
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06379911B2

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