Hydrochloric Acid → HCID 9903422, 화합물

HRID 377177노트

반응식

HRID 377177 반응식
C([O:8][C:9]([CH:11]([CH2:25][CH2:26][C:27]([O:29]CC1C=CC=CC=1)=[O:28])[CH2:12][P:13]([CH2:16][CH2:17][CH2:18][C:19]1C=CC=CC=1)(=[O:15])[OH:14])=[O:10])C1C=CC=CC=1.[H-].[Na+].C=C(CCC(OCC1C=CC=CC=1)=O)C(OCC1C=CC=CC=1)=O.Cl>C1COCC1.CCOC(C)=O>[CH2:16]([P:13]([CH2:12][CH:11]([CH2:25][CH2:26][C:27]([OH:29])=[O:28])[C:9]([OH:10])=[O:8])([OH:15])=[O:14])[CH2:17][CH2:18][CH3:19]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 10947302Dibenzyl 2-methylenepentanedioateHCID 18403163HCID 18403163, 화합물

생성물 1

HCID 9903422HCID 9903422, 화합물수율 154.3%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-methylbenzyl-O-benzylphosphinic acid (2, R=4-methylbenzyl)(2.16 g, 8.3 mmol) in THF (15 mL) was added sodium hydride (0.10 g, 60 % dispersion in oil) followed by dibenzyl 2-methylenepentanedioate at 0 C., and the mixture was stirred at rt for 4 h. The reaction mixture was then diluted with EtOAc (50 mL) and poured into 1N HCl (50 mL). The organic layer was separated, dired over Na2SO4, and concentrated. This material was purified by silica gel chromatography (hexanes: EtOAc, 4:1 to 1:1) to give 3.41 g of 2,4-di(benzyloxycarbonyl)butyl(4-methylbenzyl)-o-benzylphosphinic acid (4, R=4-methylbenzyl)as colorless oil (70% yield): Rf 0.61 (EtOAc) ; 1H NMR (CDCl3) delta 1.6-1.8 (m, 1 H), 1.9-2.0 (m, 2 H), 2.1-2.4 (m, 6 H), 2.7-2.9 (m, 1 H), 3.05 (dd, J=9.0, 16.8 Hz, 2 H), 4.8-5.1 (m, 6 H), 7.0-7.1 (m, 4 H), 7.2-7.4 (m, 15 H).

후처리

  1. customThe organic layer was separated
  2. concentrationconcentrated
  3. customThis material was purified by silica gel chromatography (hexanes: EtOAc, 4:1 to 1:1)

출처 및 근거

ORD 기록
ord-9a139e73ecb44ccaa8137f30fae7d2e4
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06025344

반응 노트

불러오는 중…