Triethylamine → HCID 44403029, 화합물

HRID 1744058노트

반응식

HRID 1744058 반응식
[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

참가 물질

7

반응물 5

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 2724699PyBOPHCID 11491918Aminoacetonitrile hydrochlorideHCID 28354564HCID 28354564, 화합물

생성물 1

HCID 44403029HCID 44403029, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4dd1855f5c474c04bcd416d3d8a3e911
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07012075B2

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