Triethylamine → HCID 44403029、化合物

HRID 1744058ノート

反応式

HRID 1744058 の反応式
[Br:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][NH:7][C@@H:8]([CH2:12][CH:13]([CH3:15])[CH3:14])[C:9]([OH:11])=O)=[CH:4][CH:3]=1.C1CN([P+](O[N:35]2N=[N:42][C:37]3C=CC=C[C:36]2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.Cl.NCC#N.C(N(CC)CC)C.C([O-])(O)=O.[Na+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C@@H:8]([CH2:12][CH:13]([CH3:15])[CH3:14])[C:9]([NH:42][CH2:37][C:36]#[N:35])=[O:11])=[CH:16][CH:17]=1

参加物

7

反応物 5

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 2724699PyBOPHCID 11491918Aminoacetonitrile hydrochlorideHCID 28354564HCID 28354564、化合物

生成物 1

HCID 44403029HCID 44403029、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To (2S)-2-[(4-bromobenzyl)amino]-4-methylpentanoic acid (1.343 g, 4.62 mmol), PyBOP (2.65 g, 5.08 mmol), aminoacetonitrile hydrochloride (940 mg, 10.16 mmol) in dry DMF (30 mL) under dry nitrogen was added triethylamine (2.2 mL, 15.71 mmol) dropwise and the reaction was stirred for 4 hours. Aqueous sat. NaHCO3 was added and the product extracted with Et2O (2×), dried on Na2SO4, concentrated in vacuo, and purified by flash chromatography over silica gel (EtOAc/Hex, 4/6 then 1/1) to afford (2S)-2-[(4-bromobenzyl)amino]-N-(cyanomethyl)-4-methylpentanamide.

後処理

  1. extractionthe product extracted with Et2O (2×)
  2. customdried on Na2SO4
  3. concentrationconcentrated in vacuo
  4. custompurified by flash chromatography over silica gel (EtOAc/Hex, 4/6

出典と根拠

ORDレコード
ord-4dd1855f5c474c04bcd416d3d8a3e911
出典データセット
uspto-grants-2006_03
特許番号
US07012075B2

反応ノート

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