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1-Hydroxybenzotriazole → HCID 178502886, 화합물

HRID 480466
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HRID 480466 반응식
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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 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

생성물 1

HCID 178502886
HCID 178502886, 화합물
수율 158.6%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dda49dd4fe3842e7b97d726bf014d22f
출처 데이터셋
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06649643B1

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