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

HRID 465293
ノート
印刷プレビュー

反応式

HRID 465293 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 11163GlycylglycineHCID 516892Sodium BicarbonateHCID 54236888C28H45ClO2

生成物 1

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

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c01942f2ad344ee7b3deac1007c75775
出典データセット
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05152999

反応ノート

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