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Methanamine, N-methoxy-, hydrochloride (1:1) → tert-Butyl N-{1-[methoxy(methyl)carbamoyl]propyl}carbamate

HRID 530440
ノート
印刷プレビュー

反応式

HRID 530440 の反応式
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:13][CH3:14])[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN([C:18]([O:22][N:23]1N=NC2C=CC=C[C:24]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.Cl.CNOC>CN(C=O)C>[CH3:18][O:22][N:23]([CH3:24])[C:10]([CH:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:13][CH3:14])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 81531DiisopropylethylamineHCID 3335222-(((Tert-butoxy)carbonyl)amino)butanoic acidHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

生成物 1

HCID 19364648tert-Butyl N-{1-[methoxy(methyl)carbamoyl]propyl}carbamate収率 63%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-tert-Butoxycarbonylamino-butyric acid (500 mg, 2.46 mmol), HBTU (1.03 g, 2.71 mmol) and DIPEA (1.22 mL, 7.38 mmol) were dissolved in DMF (10 mL) and stirred for 30 min. N,O-dimethylhydroxylamine hydrochloride (360 mg, 3.69 mmol) was added and the reaction mixture was stirred for 1 h. The solvents were removed in vacuo and the residue was purified by column chromatography to give the title compound (380 mg, 63%) as a cream oil. LCMS (ES+): 269.2 [MNa]+.

後処理

  1. stirringthe reaction mixture was stirred for 1 h
  2. customThe solvents were removed in vacuo
  3. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-0d45fff0f88f44cd81d07c8ba792f92b
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09353086B2

反応ノート

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