Pivaloyl chloride → 7beta-Hydroxy-3beta,15alpha-dipivaloyloxy-5-androsten-17-one

HRID 1903003노트

반응식

HRID 1903003 반응식
[OH:1][C@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C:4](=[CH:5][C@H:6]([OH:23])[C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[C@@H:9]([OH:22])[CH2:10][C:11]2=[O:21])[CH2:3]1.[C:24](Cl)(=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26]>N1C=CC=CC=1.CN(C)C1C=CN=CC=1>[OH:23][C@H:6]1[CH:5]=[C:4]2[C@:17]([CH3:20])([CH2:18][CH2:19][C@H:2]([O:1][C:24](=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:3]2)[C@@H:16]2[C@@H:7]1[C@H:8]1[C@@:12]([CH2:14][CH2:15]2)([CH3:13])[C:11](=[O:21])[CH2:10][C@@H:9]1[O:22][C:11](=[O:21])[C:12]([CH3:14])([CH3:13])[CH3:8]

참가 물질

5

반응물 2

HCID 62493Pivaloyl chlorideHCID 450925883 beta,7 beta,15 alpha-Trihydroxy-5-androsten-17-one

생성물 1

HCID 566179167beta-Hydroxy-3beta,15alpha-dipivaloyloxy-5-androsten-17-one

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049Pyridine용매

실험 절차

One gram of 3β,7β,15α-trihydroxy-5-androsten-17-one is dissolved at room temperature in 20 ml of pyridine; 2 ml of pivalic acid chloride as well as 100 mg of 4-dimethylaminopyridine are added to the reaction mixture, and the latter is agitated at room temperature for 48 hours. The reaction mixture is then poured into 250 ml of ice water, stirred for 2 hours at room temperature, the resultant precipitate is vacuum-filtered, washed with water, and dried for 8 hours in a vacuum drying cabinet at 50° C., yielding 1.38 g of 7β-hydroxy-3β,15α-dipivaloyloxy-5-androsten-17-one, mp 195°-197° C.

후처리

  1. stirringstirred for 2 hours at room temperature
  2. filtrationthe resultant precipitate is vacuum-filtered
  3. washwashed with water
  4. customdried for 8 hours in a vacuum
  5. customdrying cabinet at 50° C.

출처 및 근거

ORD 기록
ord-ae2093a34f78490eb090c2d3e77846a0
출처 데이터셋
uspto-grants-1984_03
특허 번호
US04435327

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