Tetrahydrofuran → N-(cholest-5-ene-3beta-oxycarbonyl)glycylglycine

HRID 465293

반응식

HRID 465293 반응식
C(=O)([O-])O.[Na+].O1CCCC1.[NH2:11][CH2:12][C:13]([NH:15][CH2:16][C:17]([OH:19])=[O:18])=[O:14].[CH3:20][C@@H:21]([C@@H:28]1[C@@:32]2([CH3:50])[CH2:33][CH2:34][CH:35]3[C@@:40]4([CH3:49])[CH2:41][CH2:42][CH:43]([O:45][C:46](Cl)=[O:47])[CH2:44][C:39]4=[CH:38][CH2:37][CH:36]3[CH:31]2[CH2:30][CH2:29]1)[CH2:22][CH2:23][CH2:24][CH:25]([CH3:27])[CH3:26]>O>[CH3:27][CH:25]([CH2:24][CH2:23][CH2:22][C@H:21]([C@@H:28]1[C@:32]2([CH3:50])[C@H:31]([C@H:36]3[C@H:35]([CH2:34][CH2:33]2)[C@:40]2([CH3:49])[C:39]([CH2:44][C@@H:43]([O:45][C:46]([NH:11][CH2:12][C:13]([NH:15][CH2:16][C:17]([OH:19])=[O:18])=[O:14])=[O:47])[CH2:42][CH2:41]2)=[CH:38][CH2:37]3)[CH2:30][CH2:29]1)[CH3:20])[CH3:26]

참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran2회HCID 11163GlycylglycineHCID 516892Sodium BicarbonateHCID 54236888C28H45ClO2

생성물 1

HCID 131717552N-(cholest-5-ene-3beta-oxycarbonyl)glycylglycine수율 80.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Sodium hydrogencarbonate (0.168 g) and tetrahydrofuran (20 ml) were added to a suspension of glycylglycine (0.15 g) in water (20 ml). After tetrahydrofuran (20 ml) and cholesteryl chloroformate (0.898 g) were added to the resulting transparent solution at 0° C., the mixture was stirred for an hour. The reaction mixture was concentrated under reduced pressure and, methanl (10 ml) and chloroform (10 ml) were added to the residue. By filtration, the transparent solution was obtained. The solvent was distilled off to give crude crystals (0.98 g). The crude crystals were then purified by silica gel chromatography to give N-(cholest-5-ene-3β-oxycarbonyl)glycylglycine (0.5 g) as white powders.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure and, methanl (10 ml) and chloroform (10 ml)
  2. additionwere added to the residue
  3. filtrationBy filtration
  4. customthe transparent solution was obtained
  5. distillationThe solvent was distilled off
  6. customto give crude crystals (0.98 g)
  7. customThe crude crystals were then purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-c01942f2ad344ee7b3deac1007c75775
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05152999

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