Gly-D-Ala → HCID 53778955, 화합물

HRID 1734426노트

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HRID 1734426 반응식
[NH2:1][CH2:2][C:3]([NH:5][C@@H:6]([C:8]([OH:10])=[O:9])[CH3:7])=[O:4].[C:11]1(=[O:34])[N:15]([N:16]([C:21](=[O:32])[CH2:22][S:23][C:24](=[O:31])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:17][C:18]([O-:20])=[O:19])[C:14](=[O:33])[CH2:13][CH2:12]1>O.C(O)C>[C:14]1(=[O:33])[N:15]([N:16]([C:21](=[O:32])[CH2:22][S:23][C:24](=[O:31])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:17][C:18]([O-:20])=[O:19])[C:11](=[O:34])[CH2:12][CH2:13]1.[C:24]([S:23][CH2:22][C:21]([NH:1][CH2:2][C:3]([NH:5][C@@H:6]([C:8]([OH:10])=[O:9])[CH3:7])=[O:4])=[O:32])(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

참가 물질

6

반응물 2

HCID 11966077Gly-D-Ala2회HCID 86743235HCID 86743235, 화합물

생성물 2

HCID 53778955HCID 53778955, 화합물수율 31.6%HCID 86743235HCID 86743235, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

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온도
70 °C

실험 절차

Succinimidyl-N-(S-benzoylmercaptoacetyl)glycinate is prepared according to the method described by R. F. Schneider et el, Journal of Nuclear Medicine 25 (2), 223-229 (1984). Glycyl-D-alanine in an amount of 250 mg is dissolved in 15 ml of water and the mixture is heated to 70° C. on a water bath. Meanwhile, 1 g of succinimidyl-N-(S-benzoylmercaptoacetyl)glycinate is dissolved in 40 ml of ethanol and the mixture is heated to 70° C. on a water bath. The solution of glycyl-D-alanine in water is added at once to the said ethanolic solution while stirring magnetically. The mixture is then refluxed for 1 hour. After cooling, the solution is evaporated to dryness under reduced pressure. The solid residue is shaken five times with 15 ml of acetone which is each time filtered off. Benzoylmercaptoacetylglycyl-D-alanine is precipitated from the collected filtrates by the addition of diethylether. The precipiate is filtered off and dried in vacuo over phosphorous pentoxide. In this manner 174 mg (yield 31.6%) of benzoylmercaptoacetylglycyl-D-alanine are obtained as a white crystalline powder.

후처리

  1. temperaturethe mixture is heated to 70° C. on a water bath
  2. temperatureThe mixture is then refluxed for 1 hour
  3. temperatureAfter cooling
  4. customthe solution is evaporated to dryness under reduced pressure
  5. stirringThe solid residue is shaken five times with 15 ml of acetone which
  6. filtrationfiltered off
  7. customBenzoylmercaptoacetylglycyl-D-alanine is precipitated from the collected filtrates by the addition of diethylether
  8. filtrationThe precipiate is filtered off
  9. dry with materialdried in vacuo over phosphorous pentoxide

출처 및 근거

ORD 기록
ord-4aedda11a5a947e68d20174b16841a91
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05534497

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