3alpha-Azido-5alpha-pregnan-20-one → 3alpha-Azido-21-bromo-5alpha-pregnan-20-one

HRID 1829637노트

반응식

HRID 1829637 반응식
[N:1]([C@@H:4]1[CH2:23][CH2:22][C@@:21]2([CH3:24])[C@@H:6]([CH2:7][CH2:8][C@@H:9]3[C@@H:20]2[CH2:19][CH2:18][C@@:17]2([CH3:25])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C:14](=[O:16])[CH3:15])[CH2:5]1)=[N+:2]=[N-:3].C1C=C[NH+]=CC=1.[Br:32][Br-]Br>C(O)C.C(Cl)(Cl)Cl.ClCCl>[N:1]([C@@H:4]1[CH2:23][CH2:22][C@@:21]2([CH3:24])[C@@H:6]([CH2:7][CH2:8][C@@H:9]3[C@@H:20]2[CH2:19][CH2:18][C@@:17]2([CH3:25])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C:14](=[O:16])[CH2:15][Br:32])[CH2:5]1)=[N+:2]=[N-:3]

참가 물질

5

반응물 1

HCID 99460603alpha-Azido-5alpha-pregnan-20-one

생성물 1

HCID 866001863alpha-Azido-21-bromo-5alpha-pregnan-20-one

시약·촉매·용매 3

HCID 702Ethanol용매HCID 6212Chloroform용매HCID 6344Dichloromethane용매

반응 조건

온도
50 °C

실험 절차

To a solution of 3α-azido-5α-pregnan-20-one (51.5 mg, 0.15 mmol) in absolute ethanol (3 mL) and chloroform (3 mL) was added pyridinium bromide perbromide (143 mg, 0.44 mmol) and the resulting mixture was heated at 50° C. for 45 min. Subsequently the mixture was diluted with dichloromethane and the organic layer was washed with water, brine and dried (Na2SO4). Evaporation of the solvent in vacuo and purification of the residue using flash column chromatography and petroleum ether/ethyl acetate 90/10 as elution solvent afforded the compound named above.

후처리

  1. washthe organic layer was washed with water, brine
  2. dry with materialdried (Na2SO4)
  3. customEvaporation of the solvent
  4. customin vacuo and purification of the residue
  5. washas elution solvent
  6. customafforded the compound

출처 및 근거

ORD 기록
ord-fd6b8733b58441ce9dbc3401d2248a21
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07064116B2

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