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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Acetic Acid → (S)-2-((S)-3-acetamido-3-((R)-sec-butyl)-2-oxopyrrolidin-1-yl)-N-((1S,2S)-3-(3,5-difluorophenyl)-1-hydroxy-1-((R)-morpholin-3-yl)propan-2-yl)-4-phenylbutanamide

HRID 132968
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HRID 132968 반응식
C(N[C@]1([C@@H](CC)C)CCN([C@@H](CCC2C=CC=CC=2)C(N[C@@H](CC2C=C(F)C=C(F)C=2)[C@@H]([C@H]2C[C@@H](O)CN2C(C2C=CC=CC=2)C2C=CC=CC=2)O)=O)C1=O)(=[O:3])C.[C:58]([NH:61][C@:62]1([C@@H:111]([CH2:113][CH3:114])[CH3:112])[CH2:66][CH2:65][N:64]([C@@H:67]([CH2:102][CH2:103][C:104]2[CH:109]=[CH:108][CH:107]=[CH:106][CH:105]=2)[C:68]([NH:70][C@@H:71]([CH2:93][C:94]2[CH:99]=[C:98]([F:100])[CH:97]=[C:96]([F:101])[CH:95]=2)[C@@H:72]([C@H:74]2[CH2:79]CCC[N:75]2[CH:80]([C:87]2C=CC=CC=2)C2C=CC=CC=2)[OH:73])=[O:69])[C:63]1=[O:110])(=[O:60])[CH3:59].C(O)(=O)C.[H][H]>CO.[Pd]>[C:58]([NH:61][C@:62]1([C@@H:111]([CH2:113][CH3:114])[CH3:112])[CH2:66][CH2:65][N:64]([C@@H:67]([CH2:102][CH2:103][C:104]2[CH:105]=[CH:106][CH:107]=[CH:108][CH:109]=2)[C:68]([NH:70][C@@H:71]([CH2:93][C:94]2[CH:99]=[C:98]([F:100])[CH:97]=[C:96]([F:101])[CH:95]=2)[C@H:72]([OH:73])[C@H:74]2[CH2:79][O:3][CH2:87][CH2:80][NH:75]2)=[O:69])[C:63]1=[O:110])(=[O:60])[CH3:59]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 69194179(S)-2-((S)-3-acetamido-3-((R)-sec-butyl)-2-oxopyrrolidin-1-yl)-N-((1S,2S)-1-((R)-1-benzhydrylpiperidin-2-yl)-3-(3,5-difluorophenyl)-1-hydroxypropan-2-yl)-4-phenylbutanamideHCID 69196374(S)-2-((S)-3-acetamido-3-((R)-sec-butyl)-2-oxopyrrolidin-1-yl)-N-((1S,2S)-1-((2R,4R)-1-benzhydryl-4-hydroxypyrrolidin-2-yl)-3-(3,5-difluorophenyl)-1-hydroxypropan-2-yl)-4-phenylbutanamideHCID 178418361HCID 178418361, 화합물

생성물

1
HCID 69195838(S)-2-((S)-3-acetamido-3-((R)-sec-butyl)-2-oxopyrrolidin-1-yl)-N-((1S,2S)-3-(3,5-difluorophenyl)-1-hydroxy-1-((R)-morpholin-3-yl)propan-2-yl)-4-phenylbutanamide수율 58.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

Step 16 (B): To 20 mg of 10% Pd/C was added a solution of the entire sample of the compound of step 16 (A) in 5 ml of MeOH under nitrogen. A 0.3 ml portion of acetic acid was added. The mixture was shaken in a Parr apparatus with 50 psi of hydrogen for 3.5 hours. The suspension was filtered over Celite, and the product was purified by HPLC under standard conditions to give 30 mg (58.8% yield for the two steps) of the title compound of Example 16. 1H NMR (500 MHz, CDCl3) δ ppm 0.90 (d, J=6.71 Hz, 3 H) 1.02 (t, J=7.17 Hz, 3 H) 1.13 (m, 1 H) 1.72 (m, 2 H) 2.00 (s, 3 H) 2.12 (m, 1 H) 2.21 (q, J=7.12 Hz, 2 H) 2.38 (m, 1 H) 2.57 (m, 1 H) 2.74 (m, 2 H) 3.23 (dd, J=14.34, 2.75 Hz, 1 H) 3.31 (m, 5 H) 3.42 (m, 2 H) 3.70 (m, 1 H) 3.77 (m, 1 H) 3.91 (m, 2 H) 3.99 (m, 2 H) 4.21 (dd, J=12.51, 3.05 Hz, 1 H) 6.73 (tt, J=9.16, 2.14 Hz, 1 H) 6.87 (d, J=7.94 Hz, 2 H) 7.19 (d, J=5.80 Hz, 3 H) 7.27 (m, 2 H) 8.12 (s, 1 H) 8.25 (d, J=8.85 Hz, 1 H).

후처리

  1. filtrationThe suspension was filtered over Celite
  2. customthe product was purified by HPLC under standard conditions

출처 및 근거

ORD 기록
ord-ac6140e3daea42d1944b794385fc5d9d
출처 데이터셋
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07388007B2

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