m-Chloroperbenzoic acid → HCID 86605394, 화합물

HRID 1180427노트

반응식

HRID 1180427 반응식
[C:1]([CH2:3][NH:4][C:5](=[O:31])[C@@H:6]([O:11][C@H:12]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)=[CH:15][CH:14]=1)[CH2:7][CH:8]([CH3:10])[CH3:9])#[N:2].ClC1C=C(C=CC=1)C(OO)=[O:37]>ClCCl>[C:1]([CH2:3][NH:4][C:5](=[O:31])[C@@H:6]([O:11][C@@H:12]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:20]=[N+:21]([O-:37])[CH:22]=[CH:23][CH:24]=2)=[CH:15][CH:14]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:7][CH:8]([CH3:10])[CH3:9])#[N:2]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 86605392HCID 86605392, 화합물

생성물 1

HCID 86605394HCID 86605394, 화합물수율 101.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (2S)-N-(cyanomethyl)-4-methyl-2-{[(R)-phenyl(4-pyridin-3-ylphenyl)methyl]oxy}pentanamide from example 38 (95 mg, 0.23 mmol) in dichloromethane (10 mL) was added 77% quality 3-chloroperoxybenzoic acid (51.5 mg, 0.23 mmol) at 5° C. The temperature was permitted to gradually rise to r.t. over 1.5 h. The mixture was concentrated and the residue partitioned between ethyl acetate and 1M Na2CO3. The ethyl acetate layer was dried (Na2SO4) and concentrated to yield 100 mg of the title compound. Purification by chromatography on silica gel using 10% methanol in dichloromethane and concentrating with diethyl ether 2 times gave a white solid.

후처리

  1. concentrationThe mixture was concentrated
  2. customthe residue partitioned between ethyl acetate and 1M Na2CO3
  3. dry with materialThe ethyl acetate layer was dried (Na2SO4)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c5aebbd7014442929a2d9baa1d4c3fe5
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279478B2

반응 노트

불러오는 중…