1-Hydroxybenzotriazole → (s)-4-Tert-butoxycarbonylamino-5-[4-(3,5-dimethyl-phenyl)-piperazin-1-yl]-5-oxo-pentanoic acid tert-butyl ester

HRID 1908635노트

반응식

HRID 1908635 반응식
[NH:1]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C@H:2]([C:12]([OH:14])=O)[CH2:3][CH2:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].C1C=CC2N(O)N=NC=2C=1.[CH3:32][C:33]1[CH:34]=[C:35]([N:40]2[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]2)[CH:36]=[C:37]([CH3:39])[CH:38]=1.CCN(C(C)C)C(C)C>CN(C=O)C.C(Cl)CCl>[C:7]([O:6][C:5](=[O:11])[CH2:4][CH2:3][C@H:2]([NH:1][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:12]([N:43]1[CH2:44][CH2:45][N:40]([C:35]2[CH:36]=[C:37]([CH3:39])[CH:38]=[C:33]([CH3:32])[CH:34]=2)[CH2:41][CH2:42]1)=[O:14])([CH3:8])([CH3:9])[CH3:10]

참가 물질

7

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 27586261-(3,5-Dimethylphenyl)piperazineHCID 6993432(2S)-5-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acid

생성물 1

HCID 66920414(s)-4-Tert-butoxycarbonylamino-5-[4-(3,5-dimethyl-phenyl)-piperazin-1-yl]-5-oxo-pentanoic acid tert-butyl ester

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 6228Dimethylformamide용매3회

실험 절차

75 mg of Boc-Glu(OtBu)—OH and 44 mg HOBT was dissolved in 1 ml of DMF. 52 mg of 1-(3,5-Dimethyl-phenyl)-piperazine and 97 mg of DIPEA in 1 ml of DMF was added, followed by 43 mg of EDC in 0.5 ml of DMF. The mixture was stirred for 16 h at RT (closed tube). The mixture was filtered, and the filter was washed with 20 ml ethyl acetate in two portions. The collected filtrate was washed with 20 ml of a 5% Na2CO3 solution and 20 ml of brine, dried with sodium sulfate and evaporated under reduced pressure.

후처리

  1. custom(closed tube)
  2. filtrationThe mixture was filtered
  3. washthe filter was washed with 20 ml ethyl acetate in two portions
  4. washThe collected filtrate was washed with 20 ml of a 5% Na2CO3 solution and 20 ml of brine
  5. dry with materialdried with sodium sulfate
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-ba022fde12d54b23aa50014a2bd542fd
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598179B2

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