Diisopropylethylamine → 3-[5-(2-Acetoxy-2-methyl-propionylamino)-4-carbamoyl-thiophen-2-ylsulfanyl]-propionic acid 2-ethyl-hexyl ester

HRID 1049867

반응식

HRID 1049867 반응식
Br[C:2]1[S:6][C:5]([NH:7][C:8](=[O:16])[C:9]([O:12][C:13](=[O:15])[CH3:14])([CH3:11])[CH3:10])=[C:4]([C:17](=[O:19])[NH2:18])[CH:3]=1.CCN(C(C)C)C(C)C.CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.[CH2:71]([CH:73]([CH2:81][CH2:82][CH2:83][CH3:84])[CH2:74][O:75][C:76](=[O:80])[CH2:77][CH2:78][SH:79])[CH3:72]>C1(C)C=CC=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH2:71]([CH:73]([CH2:81][CH2:82][CH2:83][CH3:84])[CH2:74][O:75][C:76](=[O:80])[CH2:77][CH2:78][S:79][C:2]1[S:6][C:5]([NH:7][C:8](=[O:16])[C:9]([O:12][C:13](=[O:15])[CH3:14])([CH3:11])[CH3:10])=[C:4]([C:17](=[O:19])[NH2:18])[CH:3]=1)[CH3:72]

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 926402-Ethylhexyl 3-mercaptopropionateHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 117717729[2-[(5-Bromo-3-carbamoyl-2-thienyl)amino]-1,1-dimethyl-2-oxo-ethyl]acetate

생성물 1

HCID 1177177853-[5-(2-Acetoxy-2-methyl-propionylamino)-4-carbamoyl-thiophen-2-ylsulfanyl]-propionic acid 2-ethyl-hexyl ester

시약·촉매·용매 2

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 1140Toluene용매

반응 조건

온도
110 °C

실험 절차

Intermediate 11 (1.4 g, 4 mmol) is dissolved in toluene (16 mL) and DIEA (1.4 mL, 8 mmol). Next, Pd2dba3 (110 mg, 0.12 mmol), Xantphos (139 mg, 0.24 mmol) and 3-Mercaptopropionic acid 2-ethylhexylester (1.14 mL, 5 mmol) are added, and the resulting solution is flushed with N2. Reaction mixture is stirred at 110° C. overnight. After evaporation, the crude is purified using column chromatography. The resulting product is obtained as an oil, which crystallised overnight. Obtained product is used as such.

후처리

  1. customthe resulting solution is flushed with N2
  2. customReaction mixture
  3. customAfter evaporation
  4. customthe crude is purified
  5. customThe resulting product is obtained as an oil, which
  6. customcrystallised overnight

출처 및 근거

ORD 기록
ord-c686567f3d01469b809b2228195b9e7b
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09382254B2

연결된 노트

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