Cholesterol → Pregnanolone

HRID 2248543

반응식

HRID 2248543 반응식
C(O)(=O)CCC(O[C@H]1CC[C@@:29]2([CH3:32])[C:9](=[CH:10][CH2:11][C@@H:12]3[C@@H:28]2CC[C@@]2(C)[C@H]3CC[C@@H]2[C@H](C)CCCC(C)C)[CH2:8]1)=O.I[C:37]#N.C(O)[C:40](N)([CH2:43]O)[CH2:41][OH:42].CC(CCC[C@H]([C@@H]1[C@]2(C)[C@H]([C@H]3[C@H:70](CC2)[C@:68]2(C)[C:62]([CH2:63][C@H:64]([CH2:66][CH2:67]2)[OH:65])=[CH:61][CH2:60]3)CC1)C)C>C(OCC)C.O>[CH3:37][C:41]([C@@H:40]1[C@@:29]2([CH3:32])[CH2:28][CH2:12][C@@H:11]3[C@@:68]4([CH3:70])[CH2:67][CH2:66][C@@H:64]([OH:65])[CH2:63][C@H:62]4[CH2:61][CH2:60][C@H:10]3[C@@H:9]2[CH2:8][CH2:43]1)=[O:42]

참가 물질

7

반응물 4

HCID 5997CholesterolHCID 6503Tris(hydroxymethyl)aminomethane2회HCID 10478Cyanogen iodideHCID 65082Cholesteryl hemisuccinate

생성물 1

HCID 31402Pregnanolone

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

The cholesterol hemisuccinate Tris salt had been prepared as follows. Cholesterol hydrogen succinate (50.3 g, 0.11 moles) from ICN, Cleveland, Ohio, was dissolved in 1.5 liters of diethyl ether. Tris base (12.1 g, 0.1 moles) from Fisher, Fairlawn, N.J., was dissolved in 30 ml of water. The Tris solution was then added to the cholesterol solution, and the resulting solution was rotoevaporated to a milky wet residue. The milky residue was freeze dried for 12 hours, after which the cholesterol hemisuccinate Tris salt product was recrystallized three times from about 5-liter volumes of boiling ethyl acetate.

후처리

  1. customdried for 12 hours
  2. customafter which the cholesterol hemisuccinate Tris salt product was recrystallized three times from about 5-liter volumes of boiling ethyl acetate

출처 및 근거

ORD 기록
ord-06bc4217137f47edac0d9fdbd5fde886
출처 데이터셋
uspto-grants-1991_08
특허 번호
US05041278

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