Hydrochloric Acid → methyl 2-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanamido]acetate

HRID 1719690노트

반응식

HRID 1719690 반응식
Cl.[NH2:2][CH2:3][C:4]([OH:6])=[O:5].[CH2:7](N1CCOCC1)C.[C:15]([NH:22][C@H:23]([C:28]([OH:30])=O)[CH2:24][CH:25]([CH3:27])[CH3:26])([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16].C1(N=C=NC2CCCCC2)CCCCC1.ON1C2C=CC=CC=2N=N1>ClCCl.CN(C)C=O>[NH:22]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C@H:23]([C:28]([NH:2][CH2:3][C:4]([O:6][CH3:7])=[O:5])=[O:30])[CH2:24][CH:25]([CH3:27])[CH3:26]

참가 물질

9

반응물 6

HCID 313Hydrochloric AcidHCID 750GlycineHCID 7525Ethylmorpholine2회HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 83170L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-

생성물 1

HCID 6560406methyl 2-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanamido]acetate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

To the solution of 5.02 g of hydrochloride of the methyl ester of glycine in a mixture of 20 ml of dichloromethane and 30 ml of dimethylformamide, cooled to 0° C., there are added 5 ml of N-ethylmorpholine then the solution of 9.5 g of dry Boc-Leucine in 50 ml of dichloromethane. 9.04 g of dicyclohexylcarbodiimide, 6 g of 1-hydroxy benzotriazol and 1.5 ml of N-ethylmorpholine are then added. After 45 minutes at 0° C., the mixture is stirred for 5 hours at ambient temperature. The insoluble is filtered and washed with ethyl acetate. The filtrate is diluted with 700 ml of ethyl acetate and the organic solution is washed 3 times with an aqueous solution of sulfate and potassium bisulfate, then 3 times with a saturated sodium bicarbonate solution and finally 3 times with a saturated sodium chloride solution. The organic solution dried over sodium sulfate is concentrated in vacuo to 200 ml. 150 ml of hexane are added and the mixture is left to crystallize, drained and washed with hexane.

후처리

  1. filtrationThe insoluble is filtered
  2. washwashed with ethyl acetate
  3. additionThe filtrate is diluted with 700 ml of ethyl acetate
  4. washthe organic solution is washed 3 times with an aqueous solution of sulfate and potassium bisulfate
  5. dry with materialThe organic solution dried over sodium sulfate
  6. concentrationis concentrated in vacuo to 200 ml
  7. addition150 ml of hexane are added
  8. waitthe mixture is left
  9. customto crystallize
  10. washwashed with hexane

출처 및 근거

ORD 기록
ord-94e7be886f014257a6fc97b8995dfd53
출처 데이터셋
uspto-grants-1985_09
특허 번호
US04542136

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