Anisole → HCID 54213157、化合物

HRID 236498

反応式

HRID 236498 の反応式
C(O[C:6]([NH:8][C@H:9]([C:13]([NH:15][C@H:16]([C:29]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30])[CH2:17][CH2:18][C:19]([O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:20])=[O:14])[CH:10]([CH3:12])[CH3:11])=[O:7])(C)(C)C.[C:39]1(OC)[CH:44]=CC=C[CH:40]=1.C(N(CC)CC)C.C(OC(=O)CCC)(=O)CCC>FC(F)(F)C(O)=O.C1C=CC=CC=1.C(Cl)(Cl)Cl>[C:6]([NH:8][C@H:9]([C:13]([NH:15][C@H:16]([C:29]([O:31][CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)=[O:30])[CH2:17][CH2:18][C:19]([O:21][CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)=[O:20])=[O:14])[CH:10]([CH3:11])[CH3:12])(=[O:7])[CH2:40][CH2:39][CH3:44]

参加物

8

反応物 4

HCID 7519AnisoleHCID 7798Butyric anhydrideHCID 8471TriethylamineHCID 54081958dibenzyl N-(N-tert-butoxycarbonyl-L-valyl)glutamate

生成物 1

HCID 54213157HCID 54213157、化合物

試薬・触媒・溶媒 3

HCID 241Benzene溶媒HCID 6212Chloroform溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

A solution of dibenzyl N-(N-tert-butoxycarbonyl-L-valyl)-L-glutamate (1 g) and anisole (0.5 ml) in trifluoroacetic acid (2 ml) was stirred at 0° C. for 1 hour. Evaporation of trifluoroacetic acid under reduced pressure gave a residue which was taken up in benzene. Benzene was distilled off by using high vacuum pump. This operation was repeated three times to leave crude dibenzyl N-L-valyl-L-glutamate, which was dissolved in chloroform (20 ml). To this solution were added triethylamine (3 ml) and butyric anhydride (0.5 ml) and the resulting mixture was stirred at room temperature for 4 hours. The reaction mixture was poured into ice water and the separated organic layer was washed with dilute hydrochloric acid solution, a saturated aqueous solution of sodium bicarbonate and brine respectively. After solvent was evaporated, the residue was recrystallized from petroleum ether to afford dibenzyl N-(N-butanoyl-L-valyl)-L-glutamate (613 mg) as crystals.

後処理

  1. customEvaporation of trifluoroacetic acid under reduced pressure
  2. customgave a residue which
  3. distillationBenzene was distilled off
  4. customto leave crude dibenzyl N-L-valyl-L-glutamate, which
  5. washthe separated organic layer was washed with dilute hydrochloric acid solution
  6. customAfter solvent was evaporated
  7. customthe residue was recrystallized from petroleum ether

出典と根拠

ORDレコード
ord-f5bc454a25b04e1bb4152e43658074c2
出典データセット
uspto-grants-1987_02
特許番号
US04643990

関連ノート

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