HCID 59849018, 화합물 → HCID 86613530, 화합물

HRID 2237731노트

반응식

HRID 2237731 반응식
[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:6]([CH2:7][C@H:8]([CH:22]([CH3:24])[CH3:23])[CH2:9][C@H:10]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[C@@H:11]2[CH2:13][O:12]2)=[CH:5][C:4]=1[O:27][CH2:28][CH2:29][CH2:30][O:31][CH3:32]>C(O)(C)C.CN>[C:11]([CH2:10][NH:14][CH2:13][C@@H:11]([C@@H:10]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:19])([CH3:20])[CH3:18])[CH2:9][C@H:8]([CH2:7][C:6]1[CH:25]=[CH:26][C:3]([O:2][CH3:1])=[C:4]([O:27][CH2:28][CH2:29][CH2:30][O:31][CH3:32])[CH:5]=1)[CH:22]([CH3:23])[CH3:24])[OH:12])(=[O:12])[CH3:13]

참가 물질

4

반응물 1

HCID 59849018HCID 59849018, 화합물

생성물 1

HCID 86613530HCID 86613530, 화합물

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 6329Methylamine용매

실험 절차

A solution of 0.050 g of tert-butyl {3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methyl-1(S)-(R)-oxiranylpentyl}carbamate (Example 1b) in 1.0 ml of isopropanol and 0.10 ml of methylamine is stirred at 60° C. over 2 hours. The reaction mixture is concentrated by evaporation to dryness. The residue is dissolved in 2 ml of dichloromethane, admixed successively with 0.017 ml of pyridine and 0.026 ml of acetic anhydride and stirred at room temperature over 1 hour. The reaction solution is admixed with water and extracted with tert-butyl methyl ether (2×). The combined organic phases are washed successively with 1M HCl, water and brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F) as a slightly yellowish oil. Rf=0.13 (95:5 dichloromethane-methanol); Rt=4.47 (gradient I).

후처리

  1. concentrationThe reaction mixture is concentrated by evaporation to dryness
  2. dissolutionThe residue is dissolved in 2 ml of dichloromethane
  3. extractionextracted with tert-butyl methyl ether (2×)
  4. washThe combined organic phases are washed successively with 1M HCl, water and brine
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-c6bcffeee5b842d3877d6288cfb76264
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718675B2

반응 노트

불러오는 중…