L-Glutamine → Z-Ala-gln-OH

HRID 1632384노트

반응식

HRID 1632384 반응식
[NH:1]([C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[C@H:2]([C:4]([O:6]N1C(=O)CCC1=O)=O)[CH3:3].[NH2:24][C@H:25]([C:31]([OH:33])=[O:32])[CH2:26][CH2:27][C:28](=[O:30])[NH2:29]>O1CCCC1.O.C(N(CC)CC)C>[NH:1]([C:14]([O:16][CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)=[O:15])[C@H:2]([C:4]([NH:24][C@H:25]([C:31]([OH:33])=[O:32])[CH2:26][CH2:27][C:28](=[O:30])[NH2:29])=[O:6])[CH3:3]

참가 물질

6

반응물 2

HCID 5961L-GlutamineHCID 837751Z-Ala-OSu

생성물 1

HCID 14534789Z-Ala-gln-OH수율 73.5%

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8471Triethylamine용매

실험 절차

To a solution of 4.80 g of Z-Ala-OSu in 60 ml of tetrahydrofuran was added a solution of 2.19 g of H-Gln-OH in 40 ml of water and 2.10 ml of triethylamine and the mixture was stirred at a room temperature for 20 hours. Tetrahydrofuran and water were removed by distillation and the residue thus obtained was extracted with n-butanol. The n-butanol extract was washed with a 2%-acetic acid and butanol was removed by distillation. The precipitated substance thus obtained was collected by filtration and reprecipitated with methanol-ethyl acetate to obtain 3.87 g of Z-Ala-Gln-OH.

후처리

  1. customTetrahydrofuran and water were removed by distillation
  2. customthe residue thus obtained
  3. extractionwas extracted with n-butanol
  4. extractionThe n-butanol extract
  5. washwas washed with a 2%-acetic acid and butanol
  6. customwas removed by distillation
  7. customThe precipitated substance thus obtained
  8. filtrationwas collected by filtration
  9. customreprecipitated with methanol-ethyl acetate

출처 및 근거

ORD 기록
ord-afc4d5ebad5a41b0820ec4729086f38f
출처 데이터셋
uspto-grants-1984_10
특허 번호
US04474754

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