1,2-Dichloroethane → N2-(tert-butoxycarbonyl)-N1-[(1S)-1-({[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]amino}carbonyl)propyl]-4-methyl-D-leucinamide

HRID 857805ノート

反応式

HRID 857805 の反応式
[C:1]([NH:8][C@@H:9]([C:15]([OH:17])=O)[CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[NH2:18][C@@H:19]([CH2:36][CH3:37])[C:20]([NH:22][CH2:23][C:24]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=1[N:31]1[CH:35]=[N:34][CH:33]=[N:32]1)=[O:21].C1C=NC2N(O)N=NC=2C=1.C(Cl)CCl.CCN(CC)CC>CN(C=O)C.CO>[C:4]([O:3][C:1]([NH:8][C@@H:9]([C:15]([NH:18][C@H:19]([C:20]([NH:22][CH2:23][C:24]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=1[N:31]1[CH:35]=[N:34][CH:33]=[N:32]1)=[O:21])[CH2:36][CH3:37])=[O:17])[CH2:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:2])([CH3:5])([CH3:6])[CH3:7]

参加物

8

反応物 5

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 181649HOAtHCID 7021114(R)-2-((tert-Butoxycarbonyl)amino)-4,4-dimethylpentanoic acidHCID 69656288(2S)-2-amino-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]butanamide

生成物 1

HCID 86591819N2-(tert-butoxycarbonyl)-N1-[(1S)-1-({[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]amino}carbonyl)propyl]-4-methyl-D-leucinamide

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of Boc-D-t-butyl-alanine (49 mg, 0.20 mmol), (2S)-2-amino-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]butanamide (66 mg, 0.20 mg), HOAt (27 mg, 0.20 mmol), EDC (57 mg, 0.30 mmol), and Et3N (28 μL, 0.20 mmol) in 1.0 mL of DMF was stirred at rt overnight. A small amount of MeOH was used to aid in dissolution. Solvent was removed in vacuo to give the title compound, which was carried on directly to deprotection. LCMS (M+H): 521.2.

後処理

  1. dissolutionto aid in dissolution
  2. customSolvent was removed in vacuo

出典と根拠

ORDレコード
ord-aefaf23bf3594c7fa2b416bf9873282f
出典データセット
uspto-grants-2006_12
特許番号
US07144899B2

反応ノート

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