Water → HCID 86628130, 화합물

HRID 2354094노트

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HRID 2354094 반응식
[NH:1]1[CH2:5][CH2:4][C@@H:3]([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH2:2]1.I[CH2:15][C:16]12[O:22][CH:19]([CH2:20][CH2:21]1)[CH2:18][CH2:17]2.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[C:16]12([CH2:15][N:1]3[CH2:5][CH2:4][C@@H:3]([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:10])([CH3:12])[CH3:11])[CH2:2]3)[O:22][CH:19]([CH2:20][CH2:21]1)[CH2:18][CH2:17]2

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 1514397(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 67035019HCID 67035019, 화합물

생성물 1

HCID 86628130HCID 86628130, 화합물수율 52.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
75 °C

실험 절차

The mixture of tert-butyl (3R)-3-pyrrolidinylcarbamate (500 mg), 1-(iodomethyl)-7-oxabicyclo[2.2.1]heptane (639 mg) and K2CO3 (742 mg) in DMF (5 mL) was stirred at 75° C. for 32 hours. The resultant was added H2O, extracted with AcOEt. The organic phase was washed with brine, dried over Na2SO4, filtered, and evaporated in vacuo. The residue was purified by column chromatography on silica gel to give tert-butyl [(3R)-1-(7-oxabicyclo[2.2.1]hept-1-ylmethyl)-3-pyrrolidinyl]carbamate (416 mg) as orange oil.

후처리

  1. extractionextracted with AcOEt
  2. washThe organic phase was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customThe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-22348c58282b464f8686b6ef8d6cd022
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07750155B2

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