Home Cart 0 Sign in  

[ CAS No. 906565-52-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 906565-52-4
Chemical Structure| 906565-52-4
Structure of 906565-52-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 906565-52-4 ]

Related Doc. of [ 906565-52-4 ]

Alternatived Products of [ 906565-52-4 ]

Product Details of [ 906565-52-4 ]

CAS No. :906565-52-4 MDL No. :MFCD18157677
Formula : C20H29NO6 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 379.45 Pubchem ID :-
Synonyms :

Safety of [ 906565-52-4 ]

Signal Word: Class:
Precautionary Statements: UN#:
Hazard Statements: Packing Group:

Application In Synthesis of [ 906565-52-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 906565-52-4 ]

[ 906565-52-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 50-00-0 ]
  • [ 906565-52-4 ]
  • [ 635678-09-0 ]
YieldReaction ConditionsOperation in experiment
94% Stage #1: methyl 3-methoxy-4-(1-tert-butyloxycarbonylpiperidin-4-ylmethoxy)benzoate With formic acid at 20℃; for 0.005h; Stage #2: formaldehyd at 95℃; for 0.6h; Inert atmosphere; 1 Synthesis of Methyl 4-(N-methyl-4-piperidinylmethoxy)-3-methoxybenzoate Methyl 4-(N-Boc-4-piperidinylmethoxy)-3-methoxybenzoate (1g, 2.64mmol) was weighted into a 100 mL eggplant-shaped flask, and about 12 mL of formic acid was added, and stirred for about 30 min at room temperature for dissolving it. Afterwards, formaldehyde solution (4 mL, 47.44 mmol, 37%) was slowly added dropwise, heated under reflux at 95°C in an atomsphere of argon for about 6 h. The reaction was confirmed as being completed by TLC. The solvent was removed by a diaphragm pump. The crude product was separated by silica gel column chromatography (dichloromethane / methanol = 30: 1) to obtain 730 mg of methyl 4-(N-methyl-4-piperidinylmethoxy)-3-methoxybenzoate as a white solid with a yield of 94%. 1H NMR(400MHz, DMSO): δ 7.57 (d, J= 8.4Hz, 1H), 7.42 (s, 1H), 7.10 (d, J= 8.4Hz, 1H), 3.94 (d, J = 6Hz, 2H), 3.82 (s, 3H), 3.81 (s, 3H), 3.25 (d, J = 12Hz, 2H), 2.70 (dd, J1 = 11.2Hz, J2 = 22.8Hz, 2H), 2.6 (s, 3H), 1.97-1.80 (m, 1H), 1.88 (d, J= 21.6Hz, 2H), 1.49-1.40 (m, 2H).
With formic acid
0.43 g Stage #1: methyl 3-methoxy-4-(1-tert-butyloxycarbonylpiperidin-4-ylmethoxy)benzoate With formic acid at 20℃; for 0.5h; Stage #2: formaldehyd at 120℃; for 8h; Inert atmosphere;
  • 2
  • [ 3943-74-6 ]
  • [ 166815-96-9 ]
  • [ 906565-52-4 ]
YieldReaction ConditionsOperation in experiment
86% Stage #1: 4-hydroxy-3-methoxybenzoic acid methyl ester; N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine In N,N-dimethyl-formamide at 120℃; for 5h;
86% Stage #1: 4-hydroxy-3-methoxybenzoic acid methyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0025h; Stage #2: N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine In N,N-dimethyl-formamide for 3h; Reflux; 1 Synthesis of methyl 4-(N-Boc-4-piperidinylmethoxy)-3-methoxybenzoate Methyl trioxalate (1g, 5.49mmol) was weighted into a 100 mL eggplant-shaped bottle, and anhydrous potassium carbonate (1.52g, 10.98mmol) and about 50 mL of DMF were added, and stirred for about 15 min at room temperature. Tert-butyl tert-butyl-4-((tosyloxy)methyl)piperidine-1-carboxylate (2.75g, 7.41mmol) was added, heated to 95°C and refluxed for 3h. The reaction was confirmed as being completed by TLC. The reaction mixture was extracted with saturated sodium chloride/ethyl acetate and dried over anhydrous sodium sulfate. Most of the solvent was removed in vacuo, and the residual DMF was removed by a diaphragm pump at 70°C for about 20 minutes. The crude product was separated by silica gel-column chromatography (petroleum ether / ethyl acetate = 8: 1) to obtain 2 g of methyl 4-(N-Boc-4-piperidinylmethoxy)-3-methoxybenzoate with a yield of 86%. 1H NMR(400MHz, DMSO): δ 7.57 (d, J = 8.4Hz, 1H), 7.45 (s, 1H), 7.07 (d, J = 8.4Hz, 1H), 3.97 (d, J = 12Hz, 2H), 3.9 (d, J= 6.4Hz, 2H), 3.82 (s, 3H), 3.81 (s, 3H), 2.74 (s, 2H), 1.95-1.85 (m, 1H), 1.75 (d, J = 8.4Hz, 2H), 1.4 (s, 9H), 1.15 (m, 2H).
With potassium carbonate In N,N-dimethyl-formamide
  • 3
  • [ 906565-52-4 ]
  • [ 635678-09-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: HCl / dioxane / 1 h / 20 °C 2: 80 percent / formic acid / H2O / 95 °C
Same Skeleton Products
Historical Records