Tert-Butylamine → Z-D-Gln(But)-OBzl

HRID 1111721노트

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HRID 1111721 반응식
[NH:1]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[C@@H:2]([C:8]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:9])[CH2:3][CH2:4][C:5](=[O:7])O.ON1C2C=CC=CC=2N=N1.[C:38]([NH2:42])([CH3:41])([CH3:40])[CH3:39].C1CCC(N=C=NC2CCCCC2)CC1>O1CCCC1>[NH:1]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[C@@H:2]([C:8]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH:42][C:38]([CH3:41])([CH3:40])[CH3:39]

참가 물질

6

반응물 4

HCID 6385Tert-ButylamineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 7018162Z-D-Glu-OBzl

생성물 1

HCID 131711287Z-D-Gln(But)-OBzl

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a solution of 9.9 grams of Z-D-Glu-OBzl and 3.6 grams of 1-hydroxybenzotriazole in 50 ml of absolute tetrahydrofurane are added 1.96 grams of tert.-butylamine and at 0° C. 5.86 grams of DCC. The mixture is stirred for 2 hours at 0° C. and overnight at room temperature. The next day the precipitate is filtered off with suction and the filtrate is concentrated. The residue is dissolved in ethyl acetate and the solution is washed in succession with a saturated solution of sodium bicarbonate, 2n-HCl, a saturated solution of sodium bicarbonate and water, dried with sodium sulphate and concentrated. Yield: 4.6 gams of an oil.

후처리

  1. customat 0° C
  2. filtrationThe next day the precipitate is filtered off with suction
  3. concentrationthe filtrate is concentrated
  4. dissolutionThe residue is dissolved in ethyl acetate
  5. washthe solution is washed in succession with a saturated solution of sodium bicarbonate, 2n-HCl
  6. dry with materiala saturated solution of sodium bicarbonate and water, dried with sodium sulphate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fbc16a68ecfe42c7b4df584c20e83903
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04118483

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