Methanol → HCID 22672509, 화합물

HRID 47967

반응식

HRID 47967 반응식
[CH3:1][C:2]([CH3:29])([CH3:28])[C:3]([O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([CH2:17][C:18](=[O:27])[NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][OH:26])=[CH:11][C:12](=[O:16])[O:13]2)=[CH:8][CH:7]=1)=[O:4].C(N(CC)CC)C.[CH:37]([N:40]([CH:48]([CH3:50])[CH3:49])[P:41](Cl)[O:42][CH2:43][CH2:44][C:45]#[N:46])([CH3:39])[CH3:38].CO>C(Cl)Cl>[CH3:1][C:2]([CH3:29])([CH3:28])[C:3]([O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([CH2:17][C:18](=[O:27])[NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][O:26][P:41]([N:40]([CH:48]([CH3:50])[CH3:49])[CH:37]([CH3:38])[CH3:39])[O:42][CH2:43][CH2:44][C:45]#[N:46])=[CH:11][C:12](=[O:16])[O:13]2)=[CH:8][CH:7]=1)=[O:4]

참가 물질

6

반응물 4

HCID 887MethanolHCID 8471TriethylamineHCID 27348442-Cyanoethyl N,N-diisopropylchlorophosphoramiditeHCID 22672512HCID 22672512, 화합물

생성물 1

HCID 22672509HCID 22672509, 화합물수율 65.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 33a (0.6 g, 1.5 mmol) in 10 mL of anhydrous CH2Cl2 was added triethylamine (0.4 mL) followed by 2-cyanoethyl diisopropylchlorophosphoramidite (0.35 mL, 1.6 mmol). The solution was kept at room temperature for 1 h and treated with 0.1 mL of MeOH. The solvent was evaporated and the residue was partitioned between ethyl acetate and saturated NaHCO3. The organic phase was washed with saturated NaCl, dried over Na2SO4 and concentrated. The crude product was chromatographed on silica eluting with 5% triethylamine in ethyl acetate. Concentration of the pure product fractions and drying under vacuum afforded 0.59 g (65%) of 34 as a colorless, viscous oil.

후처리

  1. customThe solvent was evaporated
  2. customthe residue was partitioned between ethyl acetate and saturated NaHCO3
  3. washThe organic phase was washed with saturated NaCl
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. customThe crude product was chromatographed on silica eluting with 5% triethylamine in ethyl acetate
  7. customConcentration of the pure product fractions and drying under vacuum

출처 및 근거

ORD 기록
ord-b1a39229bce144ebaf40e061ad6191e9
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699975B2

연결된 노트

불러오는 중…