Hydrochloric Acid → Ursodeoxycholic Acid

HRID 1659375

反応式

HRID 1659375 の反応式
C(S)C([O-])=O.[OH:6][C@@H:7]1[CH2:30][CH2:29][C@@:28]2([CH3:31])[C@H:9]([CH2:10][C@@H:11]([OH:33])[C@@H:12]3[C@@H:27]2[CH2:26][CH2:25][C@@:24]2([CH3:32])[C@H:13]3[CH2:14][CH2:15][C@@H:16]2[C@H:17]([CH3:23])[CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH2:8]1.Cl>>[OH:6][C@@H:7]1[CH2:30][CH2:29][C@@:28]2([CH3:31])[C@H:9]([CH2:10][C@H:11]([OH:33])[C@@H:12]3[C@@H:27]2[CH2:26][CH2:25][C@@:24]2([CH3:32])[C@H:13]3[CH2:14][CH2:15][C@@H:16]2[C@H:17]([CH3:23])[CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH2:8]1

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 10133Chenodeoxycholic AcidHCID 5086465Acetic acid, mercapto-, ion(1-)2 回

生成物 1

HCID 31401Ursodeoxycholic Acid収率 70%

実験手順

The organism Clostridium absonum (VPI 6903A) is maintained in a chopped meat culture at 4° C. A volume of 1 ml. taken from this chopped meat starter culture is introduced into a 40 ml. volume of freshly autoclaved brain-heart infusion (Barto Brain Heart Infusion B37, Difco Laboratories) broth containing 0.1% thioglycollate. The culture is grown for 12 hours at 37° C., after which it is transferred into 1.0 liter of brain-heart infusion broth containing 0.1% thioglycollate and 5×10-4M 3α, 7α-dihydroxy-5β-cholanoic acid (Chenodeoxycholic Acid). The resultant culture is allowed to grow for 12 hours at 37° C., at which time it is then acidified to pH 3 with HCl and extracted three times with ether. The combined ether extracts were then washed with water, dried over sodium sulfate and evaporated to dryness in vacuo to yield 160 mg of 3α, 7β-dihydroxy-5β-cholanoic acid (yield by thin layer chromatography=70-80%).

後処理

  1. additionis introduced into a 40 ml
  2. waitto grow for 12 hours at 37° C., at which time it
  3. extractionextracted three times with ether
  4. washThe combined ether extracts were then washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated to dryness in vacuo

出典と根拠

ORDレコード
ord-d760f4d6d59444bfb7afeae556918251
出典データセット
uspto-grants-1981_12
特許番号
US04303754

関連ノート

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