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Dimethylformamide → HCID 178434959, 화합물

HRID 516459
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HRID 516459 반응식
[OH:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:5]=[C:4]([C:13]([OH:15])=O)[CH:3]=1.CN(C(ON1N=NC2C=CC(=CC1=2)Cl)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN(C=O)C.CCN(C(C)C)C(C)C.[CH3:55][C:56]1[O:60][C:59](=[O:61])[O:58][C:57]=1[CH2:62][O:63][C:64](=[O:84])[C@H:65]([OH:83])[CH2:66][C@H:67]([NH2:82])[CH2:68][C:69]1[CH:74]=[CH:73][C:72]([C:75]2[CH:80]=[CH:79][CH:78]=[C:77]([Cl:81])[CH:76]=2)=[CH:71][CH:70]=1>>[CH3:55][C:56]1[O:60][C:59](=[O:61])[O:58][C:57]=1[CH2:62][O:63][C:64](=[O:84])[C@H:65]([OH:83])[CH2:66][C@H:67]([NH:82][C:13]([C:4]1[CH:3]=[C:2]([OH:1])[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:5]=1)=[O:15])[CH2:68][C:69]1[CH:74]=[CH:73][C:72]([C:75]2[CH:80]=[CH:79][CH:78]=[C:77]([Cl:81])[CH:76]=2)=[CH:71][CH:70]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 42624899O-(6-Chlorobenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphateHCID 86705143(2R,4R)-4-Amino-5-(3'-chlorobiphenyl-4-yl)-2-hydroxypentanoic acid 5-methyl-2-oxo[1,3]dioxol-4-ylmethyl esterHCID 178524632HCID 178524632, 화합물

생성물 1

HCID 178434959
HCID 178434959, 화합물
수율 80.8%

실험 절차

5-Hydroxy-1-pyridin-2-yl-1H-pyrazole-3-carboxylic acid (8.1 mg, 39 μmol) and HCTU (16.2 mg, 39 μmol) were combined in DMF (166 μL, 2.1 mmol) and stirred at room temperature for 15 minutes. DIPEA (19 μL, 0.1 mmol) and (2R,4R)-4-amino-5-(3′-chlorobiphenyl-4-yl)-2-hydroxypentanoic acid 5-methyl-2-oxo[1,3]dioxol-4-ylmethyl ester (15.4 mg, 36 μmol) were added, and the resulting mixture was stirred at room temperature for 30 minutes. The solvent was removed in vacuo and the crude product was purified by preparative HPLC to yield the title compound (18 mg). MS m/z [M+H]+ calc'd for C31H27ClN4O8, 619.15. found 619.1.

후처리

  1. stirringthe resulting mixture was stirred at room temperature for 30 minutes
  2. customThe solvent was removed in vacuo
  3. customthe crude product was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-6910f7e16e2b4e1ea8dab65e431e46c8
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09108934B2

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