Tert-Butylamine → Z-D-Gln(But)-OBzl

HRID 1111721ノート

反応式

HRID 1111721 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fbc16a68ecfe42c7b4df584c20e83903
出典データセット
uspto-grants-1978_10
特許番号
US04118483

反応ノート

読み込み中…