Cortisol → Hydrocortisone (4-chloro)butanoate

HRID 397301

반응식

HRID 397301 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][C:5](Cl)=[O:6].C(N(CC)CC)C.[CH3:15][C@@:16]12[C@H:26]3[C@@H:27]([OH:40])[CH2:28][C@:29]4([CH3:39])[C@@:33]([OH:38])([C:34]([CH2:36][OH:37])=[O:35])[CH2:32][CH2:31][C@H:30]4[C@@H:25]3[CH2:24][CH2:23][C:22]1=[CH:21][C:19](=[O:20])[CH2:18][CH2:17]2>C(Cl)(Cl)Cl>[CH3:15][C@@:16]12[C@H:26]3[C@@H:27]([OH:40])[CH2:28][C@:29]4([CH3:39])[C@@:33]([OH:38])([C:34]([CH2:36][OH:37])=[O:35])[CH2:32][CH2:31][C@H:30]4[C@@H:25]3[CH2:24][CH2:23][C:22]1=[CH:21][C:19](=[O:20])[CH2:18][CH2:17]2.[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([O-:6])=[O:20]

참가 물질

5

반응물 3

HCID 5754CortisolHCID 8471TriethylamineHCID 783704-Chlorobutyryl chloride

생성물 1

HCID 86595714Hydrocortisone (4-chloro)butanoate수율 53%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

4 portions of 4-chlorobutanoylchloride (0.32 ml×4) and triethylamine (0.3 g×4) were added in 24 hours to a solution of hydrocortisone (1 g) in CHCl3 dried over P2O5, and stirred for 3 days. The solution was treated with water, the organic phase was separated, dried (Na2SO4) and deprived of the solvent at reduced pressure. The crude residue was ground with hexane and CH2Cl2 to give a white solid with a 53% yield by weight, which had a melting point (m.p.) of 155° C.

후처리

  1. dry with materialdried over P2O5
  2. additionThe solution was treated with water
  3. customthe organic phase was separated
  4. dry with materialdried (Na2SO4)
  5. customto give a white solid with a 53% yield by weight, which
  6. customa melting point (m.p.) of 155° C.

출처 및 근거

ORD 기록
ord-01127625807d4126ba9a0a5612202df9
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610676B1

연결된 노트

불러오는 중…