Cystamine Dihydrochloride → Pantethine

HRID 1439627

반응식

HRID 1439627 반응식
[C:1]([O-:15])(=O)[CH2:2][CH2:3][NH:4][C:5](=[O:13])[C@@H:6]([C:8]([CH2:11][OH:12])([CH3:10])[CH3:9])[OH:7].[Ca+2].[C:17]([O-:31])(=O)[CH2:18][CH2:19][NH:20][C:21](=[O:29])[C@@H:22]([C:24]([CH2:27][OH:28])([CH3:26])[CH3:25])[OH:23].Cl.Cl.[NH2:34][CH2:35][CH2:36][S:37][S:38][CH2:39][CH2:40][NH2:41].C1(N=C=NC2CCCCC2)CCCCC1>N1C=CC=CC=1.O>[CH3:26][C:24]([C@@H:22]([OH:23])[C:21]([NH:20][CH2:19][CH2:18][C:17]([NH:34][CH2:35][CH2:36][S:37][S:38][CH2:39][CH2:40][NH:41][C:1]([CH2:2][CH2:3][NH:4][C:5]([C@H:6]([OH:7])[C:8]([CH2:11][OH:12])([CH3:9])[CH3:10])=[O:13])=[O:15])=[O:31])=[O:29])([CH2:27][OH:28])[CH3:25]

참가 물질

6

반응물 3

HCID 5941Cystamine DihydrochlorideHCID 10868DicyclohexylcarbodiimideHCID 443753Calcium Pantothenate

생성물 1

HCID 452306Pantethine수율 69.2%

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매2회

실험 절차

11.9g. of calcium pantothenate, 6.8g. of cystamine dihydrochloride and 7.7g. of 1-hydroxylbenzotrizole were dissolved in 50ml. of pyridine and 10ml. of water, and thereafter pyridine (25ml.) solution of 10.5g. of dicyclohexylcarbodiimide was added thereto at a time, and the reaction was effected at a temperature below 10° C for 1 hour and then for 5 hours at a room temperature. Next the solvent was removed under a reduced pressure, the residue thereof was added with 50ml. of water, and the deposited crystals were removed by filtration. Pyridine left in the filtered mother liquor was completely removed azetropically with water. The residue thereof was added with 50ml. of water and after cooling, the deposited crystals were filtration removed and extracted with 20ml. of chloroform two times. The water layer was treated under a reduced pressure to remove the remaining chloroform, and thereafter like Example 1, passed through the ion exchange resin, and the flowed out liquid was concentrated under a reduced pressure and thereby colorless transparent viscous liquid of pantethine which was the objective compound was obtained. Drying was carried out by means of a vacuum dryer for one night and as a result 9.6g. of pantethine (yield rate 69.2%) was obtained.

후처리

  1. dissolutionof 1-hydroxylbenzotrizole were dissolved in 50ml
  2. waitfor 5 hours at a room temperature
  3. customNext the solvent was removed under a reduced pressure
  4. additionthe residue thereof was added with 50ml
  5. customof water, and the deposited crystals were removed by filtration
  6. waitPyridine left in the filtered mother liquor
  7. customwas completely removed azetropically with water
  8. additionThe residue thereof was added with 50ml
  9. temperatureof water and after cooling
  10. filtrationfiltration
  11. customremoved
  12. extractionextracted with 20ml
  13. additionThe water layer was treated under a reduced pressure
  14. customto remove the remaining chloroform
  15. concentrationwas concentrated under a reduced pressure
  16. customwas obtained
  17. customDrying
  18. waitwas carried out by means of a vacuum dryer for one night and as a result 9.6g

출처 및 근거

ORD 기록
ord-5528896e7d3047b58a475f89b297b17a
출처 데이터셋
uspto-grants-1977_11
특허 번호
US04060551

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