Sodium Azide → 3alpha-Azido-5alpha-cholestane

HRID 1050290노트

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HRID 1050290 반응식
S(O[C@H:12]1[CH2:36][CH2:35][C@@:34]2([CH3:37])[C@@H:14]([CH2:15][CH2:16][C@@H:17]3[C@@H:33]2[CH2:32][CH2:31][C@@:30]2([CH3:38])[C@H:18]3[CH2:19][CH2:20][C@@H:21]2[C@H:22]([CH3:29])[CH2:23][CH2:24][CH2:25][CH:26]([CH3:28])[CH3:27])[CH2:13]1)(C1C=CC(C)=CC=1)(=O)=O.[N-:39]=[N+:40]=[N-:41].[Na+]>CN(C)P(=O)(N(C)C)N(C)C>[N:39]([C@@H:12]1[CH2:36][CH2:35][C@@:34]2([CH3:37])[C@@H:14]([CH2:15][CH2:16][C@@H:17]3[C@@H:33]2[CH2:32][CH2:31][C@@:30]2([CH3:38])[C@H:18]3[CH2:19][CH2:20][C@@H:21]2[C@H:22]([CH3:29])[CH2:23][CH2:24][CH2:25][CH:26]([CH3:28])[CH3:27])[CH2:13]1)=[N+:40]=[N-:41]

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 2614443β-(Tosyloxy)-5α-cholestane

생성물 1

HCID 110042103alpha-Azido-5alpha-cholestane

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

실험 절차

4 g (7.37 mmol) 3β-tosyloxy-5α-cholestane and 0.99 g (15.23 mmol) NaN3 are heated under stirring in 25 ml hexamethylphosphoric acid triamide (HMPT) for 3 h to 90° C. The reaction mixture is cooled and given into 100 ml ice water, the precipitated raw product subsequently removed by filtration, washed with water and dissolved in 60 ml ether. The organic phase is washed twice with water, dried over Na2SO4 and concentrated. The resulting wax-like product is directly processed further:

후처리

  1. temperatureThe reaction mixture is cooled
  2. customthe precipitated raw product
  3. customsubsequently removed by filtration
  4. washwashed with water
  5. dissolutiondissolved in 60 ml ether
  6. washThe organic phase is washed twice with water
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1254d54e98344097a71673dda5a47eab
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09382288B2

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