Benzyl chloroformate → Z-L-2-Nal-OH

HRID 466880

반응식

HRID 466880 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][C@@H:12]([C:14]([OH:16])=[O:15])[NH2:13].[OH-].[Na+].Cl[C:20]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21]>O>[CH2:23]([O:22][C:20]([NH:13][C@H:12]([C:14]([OH:16])=[O:15])[CH2:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)=[O:21])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

참가 물질

5

실험 절차

5 g of 3-(2-naphthyl)-L-alanine and 0.93 g of sodium hydroxide in 12 ml of water were cooled to 0° C. and stirred while a solution of 1.4 g of sodium hydroxide in 9 ml of water and 5 ml of benzyl chloroformate were added simultaneously during 10 minutes. Stirring was continued for 2 hours and the mixture was allowed to come to room temperature. The mixture was diluted with water and then extracted with diethyl ether. The aqueous layer was acidified with 4 ml of concentrated hydrochloric acid and extracted with ethyl acetate. The ethyl acetate extracts were back-washed with water. The combined ethyl acetate extracts were dried over sodium sulphate, filtered, evaporated and triturated with petroleum ether (boiling point 40°-60° C.) to give 7.5 g of N-(benzyloxycarbonyl)-3-(2-naphthyl)-L-alanine of melting point 109°-111° C.

후처리

  1. additionwere added simultaneously during 10 minutes
  2. customto come to room temperature
  3. extractionextracted with diethyl ether
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate extracts were back-washed with water
  6. dry with materialThe combined ethyl acetate extracts were dried over sodium sulphate
  7. filtrationfiltered
  8. customevaporated
  9. customtriturated with petroleum ether (boiling point 40°-60° C.)

출처 및 근거

ORD 기록
ord-4b8a0ff544bb46dc8d0b035f0087f2e7
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05157041

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