1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 68913725, 화합물

HRID 732647노트

반응식

HRID 732647 반응식
C([N:8]1[CH2:12][C@H:11]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=2)[C@@H:10]([CH2:20][O:21][Si](C(C)(C)C)(C)C)[CH2:9]1)C1C=CC=CC=1.[C:29]([O:38][CH2:39][CH3:40])(=[O:37])[CH2:30][CH2:31][CH2:32][CH2:33][C:34]([O-:36])=O.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1>ClCCl>[F:19][C:15]1[CH:14]=[C:13]([C@@H:11]2[C@@H:10]([CH2:20][OH:21])[CH2:9][N:8]([C:34](=[O:36])[CH2:33][CH2:32][CH2:31][CH2:30][C:29]([O:38][CH2:39][CH3:40])=[O:37])[CH2:12]2)[CH:18]=[CH:17][CH:16]=1

참가 물질

6

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 6993579HCID 6993579, 화합물HCID 68913625HCID 68913625, 화합물

생성물 1

HCID 68913725HCID 68913725, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A 240 mg portion of [(3R,4S)-4-(3-fluorophenyl)pyrrolidin-3-yl]methanol obtained by eliminating benzyl from (3R,4S)-1-benzyl-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(3-fluorophenyl)pyrrolidine in the same manner as in Reference Example 17 was dissolved in 2.4 ml of dichloromethane, mixed with 235 mg of monoethyl adipate, 229 mg of WSC and 199 mg of HOBt and stirred at room temperature for 3Hours. The reaction solution was washed with water and dried with anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure. By purifying the residue by a silica gel column chromatography (chloroform-methanol), 320 mg of ethyl 6-[(3S,4R)-3-(3-fluorophenyl)-4-(hydroxymethyl)pyrrolidin-1-yl]-6-oxohexanoate was obtained as a pale yellow oily substance.

후처리

  1. washThe reaction solution was washed with water
  2. dry with materialdried with anhydrous sodium sulfate
  3. customthe solvent was evaporated under a reduced pressure
  4. customBy purifying the residue by a silica gel column chromatography (chloroform-methanol)

출처 및 근거

ORD 기록
ord-4fca8f334e354927834d1064223002be
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585886B2

반응 노트

불러오는 중…