홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Formaldehyde → tert-Butyl 5-(4-(3-((4-fluorophenyl)(methyl)amino)propyl)phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

HRID 710346
노트
인쇄 미리보기

반응식

HRID 710346 반응식
[C:1]([O:5][C:6](=[O:35])[NH:7][C:8]1([CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH2:26][NH:27][C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)=[CH:20][CH:19]=2)[CH2:13][O:12][C:11]([CH3:15])([CH3:14])[O:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].C=O.[CH3:38]CN(C(C)C)C(C)C.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>O.ClCCCl.CC(O)=O.C(Cl)Cl>[F:34][C:31]1[CH:32]=[CH:33][C:28]([N:27]([CH3:38])[CH2:26][CH2:25][CH2:24][C:21]2[CH:22]=[CH:23][C:18]([CH2:17][CH2:16][C:8]3([NH:7][C:6](=[O:35])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:13][O:12][C:11]([CH3:15])([CH3:14])[O:10][CH2:9]3)=[CH:19][CH:20]=2)=[CH:29][CH:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 712FormaldehydeHCID 81531DiisopropylethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 131733946tert-Butyl-5-(4-(3-(4-fluorophenylamino)propyl)phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

생성물 1

HCID 131733947tert-Butyl 5-(4-(3-((4-fluorophenyl)(methyl)amino)propyl)phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

시약·촉매·용매

4
HCID 111,2-Dichloroethane촉매HCID 176Acetic Acid촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of the product of Step C (0.04 g, 0.08 mmol), formaldehyde solution in H2O (0.25 ml) in 1,2-dichloroethane (5 ml) 4 drops of DIPEA was added at room temperature, followed by 5 drops of AcOH and NaBH(OAc)3 (0.04 g, 0.19 mmol). The mixture was stirred overnight at room temperature and diluted to 20 ml with CH2Cl2. The organic layer was washed with aqueous NaHCO3, H2O, dried over MgSO4 and filtered. The filtrate was evaporated to dryness and the residue was purified by FCC (SiO2) to give the product (0.035 g), as creamy paste. 1H-NMR (CDCl3) 1.40 (s, 3H); 1.42 (s, 3H); 1.46 (s, 9H); 1.84-1.99 (m, 4H); 2.5-2.61 (m, 4H); 2.85 (s, 3H); 3.25 (tr, 2H, J=7.41 Hz); 3.66 (d, 2H, J=11.8 Hz); 3.88 (d, 2H, J=11.7 Hz); 4.85 (s, 1H); 6.54-6.59 (m, 2H); 6.86-6.92 (m, 2H); 7.07 (s, 4H).

후처리

  1. washThe organic layer was washed with aqueous NaHCO3, H2O
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customThe filtrate was evaporated to dryness
  5. customthe residue was purified by FCC (SiO2)

출처 및 근거

ORD 기록
ord-cbbf0595e4e148e4bfd2d6a0d6f7165c
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181182B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트