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HCID 140407445、化合物 → tert-butyl N-(2-aminoethoxy)-N-[N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate

HRID 1057403
ノート
印刷プレビュー

反応式

HRID 1057403 の反応式
[C:1]([O:5][C:6]([N:8]([O:19][CH2:20][CH2:21][NH:22]C(OCC1C=CC=CC=1)=O)[C:9]([NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[NH:10])=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].C(O)C.O1CCCC1>[C:1]([O:5][C:6]([N:8]([O:19][CH2:20][CH2:21][NH2:22])[C:9]([NH:11][C:12]([O:14][C:15]([CH3:17])([CH3:16])[CH3:18])=[O:13])=[NH:10])=[O:7])([CH3:4])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 1

HCID 140407445HCID 140407445、化合物

生成物 1

HCID 140407450tert-butyl N-(2-aminoethoxy)-N-[N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate収率 61%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of [N,N′-di(tert-butoxycarbonyl)]2-(benzyloxycarbonylamino) ethoxyguanidine (730 mg, 1.5 mmol), as prepared in the preceding step, 10% palladium on carbon (70 mg) in ethanol (20 mL) and tetrahydrofuran (20 mL) was hydrogenated under hydrogen (balloon) for 30 min. The catalysts were removed by filtration through Celite and the filtrate was concentrated in vacuo. The residue was purified on a Waters Sep-Pak (10 g, 95:5 methylene chloride: methanol saturated with ammonia) to give the title compound as a colorless oil (290 mg, 61%). 1H-NMR (300 MHz, CDCl3) δ 9.08 (br s, 1H), 4.08 (t, J=5.2 Hz, 2H), 2.99 (q, J =5.1 Hz, 2H), 1.50 (s, 9H), 1.48 (s, 9H).

後処理

  1. customThe catalysts were removed by filtration through Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was purified on a Waters Sep-Pak (10 g, 95:5 methylene chloride: methanol saturated with ammonia)

出典と根拠

ORDレコード
ord-bb395886ccdb4c2383ed9e7782659778
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06514978B2

反応ノート

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