Ammonium Hydroxide → (R)-quinuclidin-3-yl 2-amino-2-phenylacetate

HRID 1255039

반응식

HRID 1255039 반응식
Cl.Cl.[NH2:3][CH:4]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:5]([O:7][C@@H:8]1[CH:13]2[CH2:14][CH2:15][N:10]([CH2:11][CH2:12]2)[CH2:9]1)=[O:6].[NH4+].[OH-]>CO>[N:10]12[CH2:11][CH2:12][CH:13]([CH2:14][CH2:15]1)[C@@H:8]([O:7][C:5](=[O:6])[CH:4]([NH2:3])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:9]2

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 67425463(R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride

생성물 1

HCID 59401091(R)-quinuclidin-3-yl 2-amino-2-phenylacetate수율 73.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride (C25) (1.11 g, 3.33 mmol) is dissolved in MeOH (10 mL) and 32% NH4OH (2.0 mL, 16.07 mmol) is added. The solution is stirred at RT for 30 seconds and then is evaporated under vacuum. The residue is dissolved in DCM/MeOH (4.5/0.5 mL) and about 1 g of SiO2 is added. The suspension is evaporated and the residue is loaded on a silica gel column and purified eluting with DCM/MeOH/NH4OH=9.2/0.8/0.1 to 9/1/0.1 to collect intermediate I124 as a pale yellow oil (635 mg, 73% yield).

후처리

  1. customis evaporated under vacuum
  2. dissolutionThe residue is dissolved in DCM/MeOH (4.5/0.5 mL)
  3. additionabout 1 g of SiO2 is added
  4. customThe suspension is evaporated
  5. custompurified
  6. washeluting with DCM/MeOH/NH4OH=9.2/0.8/0.1 to 9/1/0.1

출처 및 근거

ORD 기록
ord-3d8d70e08e7d4b5193044adcee5b4858
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455646B2

연결된 노트

불러오는 중…