188622-27-7

Basic information

• Product Name: 1-Boc-4-methoxypiperidine
• Synonyms: 1-Boc-4-methoxypiperidine;tert-butyl 4-methoxypiperidine-1-carboxylate;4-Methoxypiperidine-1-carboxylic acid tert-butyl ester;tert-Butyl 4-methoxy-1-piperidinecarboxylate;EOS-62184
• CAS NO: 188622-27-7
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.29
• Product Categories: pharmacetical
• Mol File: 188622-27-7.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 274℃
• Flash Point: 120℃
• Appearance: /
• Density: 1.03
• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.471
• CAS DataBase Reference: 1-Boc-4-methoxypiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-4-methoxypiperidine(188622-27-7)
• EPA Substance Registry System: 1-Boc-4-methoxypiperidine(188622-27-7)

Safety Data

• Hazardous Substances Data: 188622-27-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 62, p. 6869, 2006 DOI: 10.1016/j.tet.2006.04.095

InChI:InChI=1/C11H21NO3/c1-11(2,3)15-10(13)12-7-5-9(14-4)6-8-12/h9H,5-8H2,1-4H3

Upstream product

• 74-88-4 methyl iodide 
• 4045-24-3 4-methoxypiperidine 
• 201230-82-2 carbon monoxide 
• 75-65-0 tert-butyl alcohol 
• 95798-23-5 1-(benzyloxycarbonyl)-4-hydroxypiperidine 
• 19099-93-5 benzyl 4-oxo-1-piperidinecarboxylate 
• 553672-12-1 benzyl 4-methoxypiperidine-1-carboxylate 
• 1538-75-6 2,2-dimethylpropanoic anhydride 
• 5382-16-1 4-HYDROXYPIPERIDINE 
• 24424-99-5 di-tert-butyl dicarbonate 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 109384-19-2 t-butyl 4-hydroxy piperidine-1-carboxylate 

Downstream Products

• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 924869-20-5 1-((4-nitrophenyl)sulfonyl)piperidin-4-one 
• 911300-69-1 1-(2-amino-ethyl)-4-methoxypiperidine 
• 4045-24-3 4-methoxypiperidine 
• 4045-25-4 4-methoxypiperidine hydrochloride 

Relevant articles and documents

Sustainable Route Toward N-Boc Amines: AuCl3/CuI-Catalyzed N-tert-butyloxycarbonylation of Amines at Room Temperature

N-tert-butoxycarbonyl (N-Boc) amines are useful intermediates in synthetic/medicinal chemistry. Traditionally, they are prepared via an indirect phosgene route with poor atom economy. Herein, a step- and atom-economic synthesis of N-Boc amines from amines, t-butanol, and CO was reported at room temperature. Notably, this N-tert-butyloxycarbonylation procedure utilized ready-made substrates, commercially available AuCl3/CuI as catalysts, and O2 from air as the sole oxidant. This catalytic system provided unique selectivity for N-Boc amines in good yields. More significantly, gram-scale preparation of medicinally important N-Boc amine intermediates was successfully implement, which demonstrated a potential application prospect in industrial syntheses. Furthermore, this approach also showed good compatibility with tertiary and other useful alcohols. Investigations of the mechanisms revealed that gold catalyzed the reaction and copper acted as electron transfer mediator in the catalytic cycle.

FUSED HETEROCYCLIC DERIVATIVES, THEIR PREPARATION METHODS THEREOF AND MEDICAL USES THEREOF

The present invention relates to fused heterocyclic derivatives, processes for their preparation and their use in medicine. Specifically, the present invention relates to a novel derivative represented by the formula (I′), or its pharmaceutically acceptable salt thereof, a pharmaceutical composition containing the derivative or its pharmaceutically acceptable salt thereof, and the method for preparing the derivative and its pharmaceutically acceptable salt thereof. The present invention also relates to the use of the derivative and its pharmaceutically acceptable salt thereof, or a pharmaceutical composition containing the derivative and its pharmaceutically acceptable salt thereof in the preparation of medicines, in particularly as IDO inhibitor medicines, for treating and/or preventing cancers. Wherein each substituent of the formula (I′) is the same as defined in the specification.

Oxidation of Secondary Methyl Ethers to Ketones

We present a mild way of converting secondary methyl ethers into ketones using calcium hypochlorite in aqueous acetonitrile with acetic acid as activator. The reaction is compatible with various oxygen- and nitrogen-containing functional groups and afforded the corresponding ketones in up to 98% yield. The use of this methodology could expand the application of the methyl group as a useful protecting group.