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

HRID 1464216노트

반응식

HRID 1464216 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 70.1%

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 at 10°-15° C. Successively 9.2 g (0.11 mole) of sodium acetate was added over 30 minutes at the same temperature. The reaction was carried out for 3 hours with stirring at the same temperature. Thereafter 75.3 g of water was added and cooled 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 30.0 g (70.1% yield on L-phenylalanine methyl ester hydrochloride).

후처리

  1. temperaturecooled to 0°-5° C
  2. customPrecipitated crystals
  3. filtrationwere filtered
  4. washwashed
  5. customdried

출처 및 근거

ORD 기록
ord-7b73544978204f3ba8f8803bbe568f34
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05302743

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