1-Hydroxybenzotriazole → HCID 12807303, 화합물

HRID 256492노트

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HRID 256492 반응식
[NH2:1][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].Cl.[NH:9]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C@H:10]([C:14](O)=[O:15])[CH:11]([CH3:13])[CH3:12].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>CN(C=O)C>[NH:9]([C:17]([O:19][C:20]([CH3:22])([CH3:21])[CH3:23])=[O:18])[C@H:10]([C:14]([NH:1][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:15])[CH:11]([CH3:12])[CH3:13]

참가 물질

6

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 83693Boc-L-ValineHCID 2723640Glycine ethyl ester, hydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

생성물 1

HCID 12807303HCID 12807303, 화합물수율 85.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
-5 °C

실험 절차

To a solution of 3.21 g of the H-Gly-OEt.HCl dissolved in 10 ml of DMF, under cooling at -5° C., 5.00 g of Boc-Val-OH, 3.10 g of HOBT and 4.79 g of WSC.HCl were added, and the mixture was stirred at -5° C. for one hour and at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate, successively washed three times with 1N hydrochloric acid, once with saturated aqueous sodium chloride, three times with 5% aqueous sodium hydrogen carbonate, three times with saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The residue was recrystallized from ethyl acetate-n-hexane to give 5.93 g (yield: 85.2%) of Boc-Val-Gly-OEt melting at 91.5° to 93° C.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washsuccessively washed three times with 1N hydrochloric acid
  4. dry with materialonce with saturated aqueous sodium chloride, three times with 5% aqueous sodium hydrogen carbonate, three times with saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate
  5. concentrationfollowed by concentration under reduced pressure
  6. customThe residue was recrystallized from ethyl acetate-n-hexane

출처 및 근거

ORD 기록
ord-36c498b4fc154cc8999156e4508253f2
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04703106

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