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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → (S)-(3R,4R)-1-(2-chloro-5-cyano-3-((7-cyano-4-(ethylamino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)-4-((methoxycarbonyl)amino)piperidin-3-yl 2-((S)-2,6-bis((tert-butoxycarbonyl)amino)hexanamido)-3-methylbutanoate

HRID 921956
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인쇄 미리보기

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HRID 921956 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.Cl.Cl.[NH2:49][C@@H:50]([CH:89]([CH3:91])[CH3:90])[C:51]([O:53][C@H:54]1[C@H:59]([NH:60][C:61]([O:63][CH3:64])=[O:62])[CH2:58][CH2:57][N:56]([C:65]2[CH:70]=[C:69]([C:71]#[N:72])[CH:68]=[C:67]([NH:73][C:74]3[N:79]=[C:78]([NH:80][CH2:81][CH3:82])[C:77]4=[N:83][CH:84]=[C:85]([C:86]#[N:87])[N:76]4[N:75]=3)[C:66]=2[Cl:88])[CH2:55]1)=[O:52]>C(Cl)Cl>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:10]([NH:49][C@@H:50]([CH:89]([CH3:90])[CH3:91])[C:51]([O:53][C@H:54]1[C@H:59]([NH:60][C:61]([O:63][CH3:64])=[O:62])[CH2:58][CH2:57][N:56]([C:65]2[CH:70]=[C:69]([C:71]#[N:72])[CH:68]=[C:67]([NH:73][C:74]3[N:79]=[C:78]([NH:80][CH2:81][CH3:82])[C:77]4=[N:83][CH:84]=[C:85]([C:86]#[N:87])[N:76]4[N:75]=3)[C:66]=2[Cl:88])[CH2:55]1)=[O:52])=[O:12])=[O:7])([CH3:2])([CH3:3])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 7349648(2S)-2,6-bis((((tert-butoxy)carbonyl)amino))hexanoic acidHCID 89923202(S)-(3R,4R)-1-(2-chloro-5-cyano-3-((7-cyano-4-(ethylamino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)-4-((methoxycarbonyl)amino)piperidin-3-yl 2-amino-3-methylbutanoate dihydrochloride

생성물 1

HCID 118253524
(S)-(3R,4R)-1-(2-chloro-5-cyano-3-((7-cyano-4-(ethylamino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)-4-((methoxycarbonyl)amino)piperidin-3-yl 2-((S)-2,6-bis((tert-butoxycarbonyl)amino)hexanamido)-3-methylbutanoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To an ice cooled solution of (S)-2,6-bis((tert-butoxycarbonyl)amino)hexanoic acid (30 mg, 0.087 mmol) in dry DCM (1 mL) was added TBTU (27.5 mg, 0.086 mmol) and TEA (0.030 mL, 0.214 mmol) under N2 atmosphere. The reaction mixture was stirred 0.5 h at the same temperature and (S)-(3R,4R)-1-(2-chloro-5-cyano-3-((7-cyano-4-(ethylamino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)-4-((methoxycarbonyl)amino)piperidin-3-yl 2-amino-3-methylbutanoate dihydrochloride (36.5 mg, 0.053 mmol) was added. The reaction stirred 1 h at room temperature; the LCMS showed complete conversion. The reaction mixture was diluted with DCM, washed with water, and dried over Na2SO4. The solvent was removed and the reaction mixture was taken-up in DCM and purified on a silica gel column: eluting with 10-80% acetone-hexane to afford (S)-(3R,4R)-1-(2-chloro-5-cyano-3-((7-cyano-4-(ethylamino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)-4-((methoxycarbonyl)amino)piperidin-3-yl 2-((S)-2,6-bis((tert-butoxycarbonyl)amino)hexanamido)-3-methylbutanoate.

후처리

  1. additionwas added
  2. washwashed with water
  3. dry with materialdried over Na2SO4
  4. customThe solvent was removed
  5. custompurified on a silica gel column
  6. washeluting with 10-80% acetone-hexane

출처 및 근거

ORD 기록
ord-edad01b0baef464e8504889e1334105e
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273057B2

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