Water → N-(Benzyloxycarbonyl)-L-aspartyl-L-phenylalanine methyl ester

HRID 1464220

반응식

HRID 1464220 반응식
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]1[C:17](=[O:18])[O:16][C:14](=[O:15])[CH2:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:20][O:21][C:22](=[O:32])[C@H:23]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH2:24].C([O-])(=O)C.[Na+].O>C(O)(=O)C>[CH3:20][O:21][C:22](=[O:32])[C@H:23]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH:24][C:17](=[O:18])[C@H:12]([CH2:13][C:14](=[O:15])[OH:16])[NH:11][C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:10]

참가 물질

6

반응물 4

HCID 962WaterHCID 75736Methyl L-phenylalaninate hydrochlorideHCID 517045Sodium AcetateHCID 11128682(S)-Benzyl (tetrahydro-2,5-dioxo-3-furyl)carbamate

생성물 1

HCID 10159630N-(Benzyloxycarbonyl)-L-aspartyl-L-phenylalanine methyl ester수율 72.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

In 100.4 g of acetic acid, 25.1 g (0.1 mole) of N-benzyloxycarbonyl-L-aspartic anhydride was suspended and 21.6 g (0.1 mole) of L-phenylalanine methyl ester hydrochloride was added with stirring at 5°-10° C. Successively 9.2 g (0.1 mole) of sodium acetate was added at the same temperature. The reaction was carried out for 4 hours with stirring at the same temperature. Thereafter 87.1 g of water was added to the reaction mixture to adjust the concentration of organic carboxylic acid to 53.5% by weight. After cooling to 0°-5° C., precipitated crystals were filtered, washed and dried. Crystals of N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methyl ester were obtained The yield was 31.2 g (72.9% yield on L-phenylalanine methyl ester hydrochloride).

후처리

  1. stirringwith stirring at the same temperature
  2. temperatureAfter cooling to 0°-5° C.
  3. customprecipitated crystals
  4. filtrationwere filtered
  5. washwashed
  6. customdried

출처 및 근거

ORD 기록
ord-94e87a1b40584184b0aa120578dd7fe6
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05302743

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