Tris(hydroxymethyl)aminomethane → HCID 11221703、化合物

HRID 1455607ノート

反応式

HRID 1455607 の反応式
N=C=N.[F:4][C:5]([F:24])([CH2:21][CH2:22][CH3:23])[CH2:6][CH:7]([NH:11][C:12]([N:14]1[CH2:20][CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:13])[C:8]([OH:10])=O.C1C=C[C:28]2[N:33](O)N=[N:31][C:29]=2C=1.Cl.NCC#N.C(O)C(N)(CO)CO>C(Cl)Cl.C(N(CC)CC)C>[C:29]([CH2:28][NH:33][C:8]([C@@H:7]([NH:11][C:12]([N:14]1[CH2:20][CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:13])[CH2:6][C:5]([F:4])([F:24])[CH2:21][CH2:22][CH3:23])=[O:10])#[N:31]

参加物

8

反応物 5

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 757711-HydroxybenzotriazoleHCID 160435CarbodiimideHCID 11491918Aminoacetonitrile hydrochlorideHCID 68821240HCID 68821240、化合物

生成物 1

HCID 11221703HCID 11221703、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

A suspension of Polystyrene bound carbodiimide (570 mg, 0.73 mmol) and 4,4-Difluoro-2-[([1,4]oxazepane-4-carbonyl)-amino]-heptanoic acid (135 mg) in DCM (10 mL) stirred for 10 min. HOBT (60 mg) added, stirred for 10 min. A suspension of amino acetonitrile hydrochloride (34 mg) and triethyl amine (52 μL) in DCM (5 mL) added and stirred overnight at room temperature. PS-Trisamine (493 mg) added and stirred at room temperature for 2 h 30 min. After filtration, filtrate diluted with DCM, washed with water, evaporated under reduced pressure and purified by column chromatography eluting with ethyl acetate heptane mixture to give Perhydro-1,4-oxazepine-4-carboxylic acid [(S)-1-(cyanomethyl-carbamoyl)-3,3-difluoro-hexyl]-amide as a solid.

後処理

  1. stirringstirred for 10 min
  2. additionadded
  3. stirringstirred overnight at room temperature
  4. stirringstirred at room temperature for 2 h 30 min
  5. filtrationAfter filtration, filtrate
  6. additiondiluted with DCM
  7. washwashed with water
  8. customevaporated under reduced pressure
  9. custompurified by column chromatography
  10. washeluting with ethyl acetate heptane mixture

出典と根拠

ORDレコード
ord-1eca230f9d1b40c7b1d805574a0d1d06
出典データセット
uspto-grants-2009_01
特許番号
US07482448B2

反応ノート

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