Diisopropylethylamine → HCID 66899848, 화합물

HRID 19043노트

반응식

HRID 19043 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][C@@H:14]([O:16][CH2:17][CH3:18])[CH3:15])[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[OH:20][C@@H:21]([CH2:51]O)[CH2:22][N:23]1[CH:27]=[CH:26][C:25]([NH:28]C(=O)[C@@H](N2CC(OC3C=CC=C(Cl)C=3Cl)=CC2=O)CC(C)C)=[N:24]1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=C[C:63]=2N=N1.C(N(CC)C(C)C)(C)C>CN(C)C=O>[C:1]([O:5][C:6](=[O:7])[NH:8][C@H:9]([C:10](=[O:12])[NH:28][C:25]1[CH:26]=[CH:27][N:23]([CH2:22][C:21]([OH:20])([CH3:51])[CH3:63])[N:24]=1)[CH2:13][C@@H:14]([O:16][CH2:17][CH3:18])[CH3:15])([CH3:2])([CH3:3])[CH3:4]

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 66899094HMS5552 HClHCID 86635230(2S,4S)-2-t-butoxycarbonylamino-4-ethoxy-pentanoic acid

생성물 1

HCID 66899848HCID 66899848, 화합물수율 80%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

(2S,4S)-2-t-butoxycarbonylamino-4-ethoxy-pentanoic acid (401 mg, 1.536 mmol) was mixed with 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (prepared in U.S. Pat. Appl. US2008021032 Example 80, 334 mg, 2.16 mmol) in N,N-dimethylformamide (10 mL). benzotriazol-1-yl-oxy-tris(dimethylamino)phosphonium hexafluorophosphate (1.23 g, 2.77 mmol) and N,N-diisopropylethylamine (0.7 mL) was added at 0° C. The mixture was stirred at room temperature overnight. Solvents were evaporated and the residue was extracted with ethyl acetate and saturated sodium chloride solution. The solvents were evaporated and the crude material was purified by flash column chromatography (silica gel, 10-80% ethyl acetate/hexanes) to afford {(1S,3S)-3-ethoxy-1-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-ylcarbamoyl]-butyl}-carbamic acid t-butyl ester (486 mg, 80%) as a white solid: LR-ES-MS m/z calculated for C19H34N4O5 [M]+ 398, observed [M+H]+ 399.

후처리

  1. customSolvents were evaporated
  2. extractionthe residue was extracted with ethyl acetate and saturated sodium chloride solution
  3. customThe solvents were evaporated
  4. customthe crude material was purified by flash column chromatography (silica gel, 10-80% ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-57aa69201bd24472ae91f3b3dcdc10d7
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741327B2

반응 노트

불러오는 중…