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Trifluoroacetic acid → 2(R)-[(3,4-methylendioxybenzyl)-(2,6-dimethyl-4-methoxybenzenesulfonyl)amino]-3-methanesulfonylamino-propionic acid

HRID 1006124
ノート
印刷プレビュー

反応式

HRID 1006124 の反応式
[CH2:1]1[O:38][C:37]2[CH:36]=[CH:35][C:5]([CH2:6][N:7]([S:22]([C:25]3[C:30]([CH3:31])=[CH:29][C:28]([O:32][CH3:33])=[CH:27][C:26]=3[CH3:34])(=[O:24])=[O:23])[C@H:8]([CH2:16][NH:17][S:18]([CH3:21])(=[O:20])=[O:19])[C:9]([O:11]C(C)(C)C)=[O:10])=[CH:4][C:3]=2[O:2]1.FC(F)(F)C(O)=O>FC(F)(F)C(O)=O.C(Cl)Cl>[CH2:1]1[O:38][C:37]2[CH:36]=[CH:35][C:5]([CH2:6][N:7]([S:22]([C:25]3[C:26]([CH3:34])=[CH:27][C:28]([O:32][CH3:33])=[CH:29][C:30]=3[CH3:31])(=[O:23])=[O:24])[C@H:8]([CH2:16][NH:17][S:18]([CH3:21])(=[O:20])=[O:19])[C:9]([OH:11])=[O:10])=[CH:4][C:3]=2[O:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 18337582tert-butyl 2(R)-[(3,4-methylendioxybenzyl)-(2,6-dimethyl-4-methoxybenzenesulfonyl)amino]-3-methanesulfonylamino-propionate

生成物 1

HCID 183375492(R)-[(3,4-methylendioxybenzyl)-(2,6-dimethyl-4-methoxybenzenesulfonyl)amino]-3-methanesulfonylamino-propionic acid収率 99.1%

試薬・触媒・溶媒 1

HCID 21863450Trifluoroacetic acid methylene chloride
溶媒

実験手順

A solution of tert-butyl 2(R)-[(3,4-methylendioxybenzyl)-(2,6-dimethyl-4-methoxybenzenesulfonyl)amino]-3-methanesulfonylamino-propionate (1.37 g, 2 mmol) in 20% trifluoracetic acid-methylene chloride (15 ml) was stirred for 1 hour. Extra trifluoroacetic acid (0.5 ml) was added and stirring continued for two hours. The material was then condensed on the rotary evaporator and the residue was taken up in toluene (40 ml) and again condensed. This procedure was repeated twice (2×40 ml toluene, to remove traces of trifluoracetic acid) to provide 2(R)-[(3,4-methylendioxybenzyl)-(2,6-dimethyl-4-methoxybenzenesulfonyl)amino]-3-methanesulfonylamino-propionic acid as a tan green foamy solid (1.02 g).

後処理

  1. customcondensed
  2. customon the rotary evaporator
  3. customagain condensed
  4. custom(2×40 ml toluene, to remove traces of trifluoracetic acid)

出典と根拠

ORDレコード
ord-e9e478ebf79248f3adb0dd61188b23be
出典データセット
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06787559B2

反応ノート

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