Water → 2-[N,N-bis(tert-butoxycarbonyl)amino]-3-methyl-5-(2,2,5-trimethyl-4,6-dioxo-[1,3]dioxan-5-ylmethyl)-pyridin

HRID 1789819노트

반응식

HRID 1789819 반응식
[C:1]([O:5][C:6]([N:8]([C:16]1[C:21]([CH3:22])=[CH:20][C:19]([CH2:23]Br)=[CH:18][N:17]=1)[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:25][C:26]1([CH3:35])[O:31][C:30](=[O:32])[CH:29]([CH3:33])[C:28](=[O:34])[O:27]1.C(N(CC)CC)C.O>CS(C)=O>[C:1]([O:5][C:6]([N:8]([C:16]1[C:21]([CH3:22])=[CH:20][C:19]([CH2:23][C:29]2([CH3:33])[C:28](=[O:34])[O:27][C:26]([CH3:25])([CH3:35])[O:31][C:30]2=[O:32])=[CH:18][N:17]=1)[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 772992,2,5-Trimethyl-1,3-dioxane-4,6-dioneHCID 220360092-[N,N-bis(tert-Butoxycarbonyl)amino]-5-bromomethyl-3-methyl-pyridin

생성물 1

HCID 220361342-[N,N-bis(tert-butoxycarbonyl)amino]-3-methyl-5-(2,2,5-trimethyl-4,6-dioxo-[1,3]dioxan-5-ylmethyl)-pyridin수율 107.6%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

2-[N,N-bis(tert-Butoxycarbonyl)amino]-5-bromomethyl-3-methyl-pyridin (1.6 g, 4.0 mmol) was added to a solution of 2,2,5-trimethyl-1,3-dioxane-4,6-dione (630 mg, 4.0 mmol) and triethylamine (0.58 mL, 4.2 mmol) in dimethyl sulfoxide (40 mL). The reaction mixture was stirred overnight and water (100 mL) was added. The mixture was extracted with EtOAc, the combined organic phases washed with water and brine and dried. Concentration under reduced pressure gave crude 2-[N,N-bis(tert-butoxycarbonyl)amino]-3-methyl-5-(2,2,5-trimethyl-4,6-dioxo-[1,3]dioxan-5-ylmethyl)-pyridin (2.06 g)

후처리

  1. extractionThe mixture was extracted with EtOAc
  2. washthe combined organic phases washed with water and brine
  3. customdried
  4. concentrationConcentration under reduced pressure

출처 및 근거

ORD 기록
ord-9eb117af31054614bd2029b09386dfab
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071175B1

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