Cholesterol → Pregnanolone

HRID 2254017

反応式

HRID 2254017 の反応式
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>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]

参加物

6

反応物 4

HCID 5997CholesterolHCID 6503Tris(hydroxymethyl)aminomethane2 回HCID 10478Cyanogen iodideHCID 65082Cholesteryl hemisuccinate

生成物 1

HCID 31402Pregnanolone

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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 either. 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.

後処理

  1. dissolutionwas dissolved in 1.5 liters of diethyl either
  2. customdried for 12 hours
  3. customafter which the cholesterol hemisuccinate Tris salt product was recrystallized three times from about 5-liter volumes of boiling ethyl acetate

出典と根拠

ORDレコード
ord-30e186780f784fa4a9d3d367033dac61
出典データセット
uspto-grants-1993_08
特許番号
US05234634

関連ノート

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