Ethanolamine → HCID 68501539, 화합물

HRID 1176591노트

반응식

HRID 1176591 반응식
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:18])[CH2:13][CH:12]2[O:27][CH2:28][C:29]2[CH:30]=[CH:31][C:32]3[O:37][CH2:36][C:35](=O)[N:34]([CH2:39][CH2:40][CH2:41][O:42][CH3:43])[C:33]=3[CH:44]=2)=[CH:7][CH:6]=1)=O.B1C2CCCC1CCC2.C(CN)O>O1CCCC1>[OH:2][CH2:3][C:5]1[CH:6]=[CH:7][C:8]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[O:18])[CH2:13][CH:12]2[O:27][CH2:28][C:29]2[CH:30]=[CH:31][C:32]3[O:37][CH2:36][CH2:35][N:34]([CH2:39][CH2:40][CH2:41][O:42][CH3:43])[C:33]=3[CH:44]=2)=[CH:9][CH:10]=1

참가 물질

5

반응물 3

HCID 700EthanolamineHCID 789669-Borabicyclo(3.3.1)nonaneHCID 68500724benzyl 4-(4-methoxycarbonylphenyl)-3-[4-(3-methoxypropyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate

생성물 1

HCID 68501539HCID 68501539, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The solution of 2.0 g of benzyl 4-(4-methoxycarbonylphenyl)-3-[4-(3-methoxypropyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate (Example 235d) in 16 ml of tetrahydrofuran is admixed with 52.1 ml of 9-BBN and stirred at reflux over 24 hours. The reaction mixture is cooled to room temperature, admixed with 1.58 ml of ethanolamine and concentrated by evaporation. The residue is stirred in 50 ml of ethyl acetate-hexane (1:1) over 1 hour and clarified by filtration, and the filtrate is concentrated by evaporation. The title compound is obtained as a slightly yellowish oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.20 (3:1 EtOAc-heptane); Rt=4.74.

후처리

  1. temperatureat reflux over 24 hours
  2. concentrationconcentrated by evaporation
  3. stirringThe residue is stirred in 50 ml of ethyl acetate-hexane (1:1) over 1 hour
  4. filtrationclarified by filtration
  5. concentrationthe filtrate is concentrated by evaporation

출처 및 근거

ORD 기록
ord-c58cf104710742eeb0c1949de79d89cd
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842688B2

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