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1-Hydroxybenzotriazole → HCID 178502886、化合物

HRID 480466
ノート
印刷プレビュー

反応式

HRID 480466 の反応式
OC(C1C=C2C(=CC=1)C=C(C(O)=O)C=C2)C(C)CC1N=CN(C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=1.[OH:43][C:44]([C:72]1[CH:73]=[C:74]2[C:79](=[CH:80][CH:81]=1)[CH:78]=[C:77]([C:82](OC)=[O:83])[CH:76]=[CH:75]2)([C:48]1[N:49]=[CH:50][N:51](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:52]=1)[CH:45]([CH3:47])[CH3:46].Cl.[CH3:87][O:88][NH2:89].ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>C1COCC1.O>[OH:43][C:44]([C:72]1[CH:73]=[C:74]2[C:79](=[CH:80][CH:81]=1)[CH:78]=[C:77]([C:82]([NH:89][O:88][CH3:87])=[O:83])[CH:76]=[CH:75]2)([C:48]1[N:49]=[CH:50][NH:51][CH:52]=1)[CH:45]([CH3:47])[CH3:46]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 757711-HydroxybenzotriazoleHCID 521874O-Methylhydroxylamine hydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 22285069methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoateHCID 688844966-(1-hydroxy-2-methyl-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acid

生成物 1

HCID 178502886
HCID 178502886、化合物
収率 158.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

In a similar manner to that described in Example 9-(i), a crude mixture of 6-(1-hydroxy-2-methyl-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acid was obtained by the reaction using methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoate (2.0 g). To a solution of the crude mixture in THF (30 mL) was added methoxyamine hydrochloride (354 mg), 1-hydroxybenzotriazole (594 mg) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (744 mg) under ice cooling. The mixture was stirred at room temperature for 15 h, diluted with water and extracted with ethyl acetate. The extract was concentrated and purified by column chromatography (eluent; hexane:THF=1:2) followed by crystallization from hexane-ethyl acetate to give the titled compound (1.90 g) as a pale yellow powder.

後処理

  1. customwas obtained by the reaction
  2. extractionextracted with ethyl acetate
  3. concentrationThe extract was concentrated
  4. custompurified by column chromatography (eluent; hexane:THF=1:2)
  5. customfollowed by crystallization from hexane-ethyl acetate

出典と根拠

ORDレコード
ord-dda49dd4fe3842e7b97d726bf014d22f
出典データセット
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06649643B1

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート