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

HRID 1908635ノート

反応式

HRID 1908635 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 6228Dimethylformamide溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ba022fde12d54b23aa50014a2bd542fd
出典データセット
uspto-grants-2013_12
特許番号
US08598179B2

反応ノート

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