3,4-dihydro-2H-pyran → HCID 69601101, 화합물

HRID 2215082노트

반응식

HRID 2215082 반응식
[OH:1][CH2:2][C@H:3]1[CH2:7][S:6][C:5](=[O:8])[NH:4]1.[O:9]1[CH:14]=[CH:13][CH2:12][CH2:11][CH2:10]1.C(N(CC)CC)C>C(Cl)Cl.C1(C)C=CC(S(O)(=O)=O)=CC=1>[O:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]1[O:1][CH2:2][C@H:3]1[CH2:7][S:6][C:5](=[O:8])[NH:4]1

참가 물질

6

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 8471TriethylamineHCID 55288328HCID 55288328, 화합물

생성물 1

HCID 69601101HCID 69601101, 화합물수율 73.6%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-3 (3.3 g, 25 mmol) and 20 mg of p-toluenesulfonic acid in CH2Cl2 (100 mL) was added 3,4-dihydro-2H-pyran (2.7 mL, 30 mmol) and the resulting solution was stirred at rt for 30 minutes. Triethylamine (0.1 mL) was added and the solution was concentrated in vacuo. The compound was purified by flash chromatography using 40% EtOAc/hexanes to yield 4 g of 3-4 as a colorless oil. 1H NMR (400 MHz, acetone-d6): δ 7.0 (br s, 1H), 4.6 (s, 1H), 4.0 (m, 1H), 3.8 (m, 2H), 3.6 (m, 3H), 3.3 (dd, 1H), 1.9–1.4 (m, 6H).

후처리

  1. concentrationthe solution was concentrated in vacuo
  2. customThe compound was purified by flash chromatography

출처 및 근거

ORD 기록
ord-cf79a5f571614b9f85bd3f7aed34a75c
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07109223B2

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