3-Amino-2,6-piperidinedione → 1-Aminopiperidine-2,6-dione

HRID 1036668노트

반응식

HRID 1036668 반응식
C12(C)C(C)(C)C(CC1)CC2C(Cl)=O.N[CH:15]1[CH2:21][CH2:20][C:19](=[O:22])[NH:18][C:16]1=[O:17].C(OC1C=CC=CC=1C([NH:31]C1CCC(=O)NC1=O)=O)(=O)C>C(Cl)(Cl)Cl>[NH2:31][N:18]1[C:19](=[O:22])[CH2:20][CH2:21][CH2:15][C:16]1=[O:17]

참가 물질

5

반응물 3

HCID 1345083-Amino-2,6-piperidinedioneHCID 114831362-Acetoxy-n-(2,6-dioxopiperidin-3-yl)benzamideHCID 534427834,7,7-Trimethyl-3-bicyclo[2.2.1]heptanecarbonyl chloride

생성물 1

HCID 199821341-Aminopiperidine-2,6-dione수율 60%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

A mixture of (+)-camphanic chloride (19 mg, 00868 mmol), aminoglutarimide (21 mg, 0.0868 mmol) and Et3N (24) in CHCl3 (1 ml) was stirred at room temperature for 16 hours. The solution was diluted with CHCl3, washed with saturated aqueous solution of NaHCO3, dried over Na2SO4, concentrated and purified by chromatography (silica gel, CH2Cl2; EtOAc=10:1) to give product (16 mg, 60.0% yield) as a colorless gel: 13CNMR (CDCl3) δ 172.6, 169.4, 168.6, 165.5, 90.3, 58.3, 53.3, 48.2, 47.6, 29.2, 28.2, 26.9, 22.7, 14.6, 7.6; MS (CI/CH4) m/z 308 (M+). This compound exhibited angiogenic activity in the assay of Example 13.

후처리

  1. washwashed with saturated aqueous solution of NaHCO3
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated
  4. custompurified by chromatography (silica gel, CH2Cl2; EtOAc=10:1)

출처 및 근거

ORD 기록
ord-a92f053e10fd4511bcb0f3206f072ba6
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546430B2

반응 노트

불러오는 중…