Triethylamine → 2-Hydroxy-3-{4-[1-(4'-isopropyl-2,6-dimethyl-biphenyl-4-yloxy)-2-methyl-propyl]-benzoylamino}-propionic acid methyl ester

HRID 1914343노트

반응식

HRID 1914343 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:15]([CH3:16])=[CH:14][C:13]([O:17][CH:18]([C:22]3[CH:30]=[CH:29][C:25]([C:26](O)=[O:27])=[CH:24][CH:23]=3)[CH:19]([CH3:21])[CH3:20])=[CH:12][C:11]=2[CH3:31])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:39][O:40][C:41](=[O:46])[CH:42]([OH:45])[CH2:43][NH2:44].CCN=C=NCCCN(C)C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:39][O:40][C:41](=[O:46])[CH:42]([OH:45])[CH2:43][NH:44][C:26](=[O:27])[C:25]1[CH:29]=[CH:30][C:22]([CH:18]([O:17][C:13]2[CH:14]=[C:15]([CH3:16])[C:10]([C:7]3[CH:6]=[CH:5][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:9][CH:8]=3)=[C:11]([CH3:31])[CH:12]=2)[CH:19]([CH3:21])[CH3:20])=[CH:23][CH:24]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 11105589Methyl 3-amino-2-hydroxypropanoateHCID 671535774-[1-(4'-Isopropyl-2,6-dimethyl-biphenyl-4-yloxy)-2-methyl-propyl]-benzoic acid

생성물 1

HCID 671535972-Hydroxy-3-{4-[1-(4'-isopropyl-2,6-dimethyl-biphenyl-4-yloxy)-2-methyl-propyl]-benzoylamino}-propionic acid methyl ester

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a mixture of 4-[1-(4′-isopropyl-2,6-dimethyl-biphenyl-4-yloxy)-2-methyl-propyl]-benzoic acid (150 mg, 0.36 mmol) in methylene chloride (4 mL) is added triethyl amine (0.15 mL, 1.08 mmol), DMAP (5.0 mg), 3-Amino-2-hydroxy-propionic acid methyl ester (83 mg, 0.54 mmol) and EDCI (208 mg, 1.08 mmol) at room temperature. The reaction mixture is stirred at room temperature overnight, loaded on silica gel, eluted with eluted with hexanes with a gradient from 0% of ethyl acetate to 100% of ethyl acetate giving the titled compound (150 mg).

후처리

  1. washeluted
  2. washwith eluted with hexanes with a gradient from 0% of ethyl acetate to 100% of ethyl acetate giving the titled compound (150 mg)

출처 및 근거

ORD 기록
ord-1fed8adc924b491194a990aea5b2482d
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609892B2

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