(3S,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine hydrochloride

Base Information

• Chemical Name: (3S,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine hydrochloride
• CAS No.: 477600-68-3
• Molecular Formula: C₁₄H₂₂N₂*2ClH
• Molecular Weight: 291.264
• Mol file: 477600-68-3.mol

Synonyms:3-Piperidinamine,N,4-dimethyl-1-(phenylmethyl)-, dihydrochloride, (3R,4R)-rel- (9CI);cis-1-Benzyl-N-methyl-4-methylpiperidin-3-amine dihydrochloride

Chemical Property of (3S,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine hydrochloride

Chemical Property:

• PSA: 15.27000
• LogP: 4.04920

Purity/Quality:

98%,99%, ^*data from raw suppliers

(3R,4R)-rel-N,4-Dimethyl-1-(phenylmethyl)-3-piperidinamineDihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3R,4R)-rel-N,4-Dimethyl-1-(phenylmethyl)-3-piperidinamine Dihydrochloride is used as a reagent in the preparation of cis-3-Methylamino-4-methylpiperidines and also in synthesis of piperidine derivatives as immunosuppressant for the treatment of diseases associated with pathologic JAK3 activation.

Technology Process of (3S,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine hydrochloride

There total 52 articles about (3S,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

N-(3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine (477600-70-7,1354621-59-2,1431697-80-1,477600-69-4) → N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride (1062580-52-2,1228879-37-5,1354486-07-9,477600-68-3)

Guidance literature:

With hydrogenchloride; In ethanol; at 0 - 5 ℃; pH=3 - 4;

Reference yield: 86.4%

methyl (1-benzyl-4-methylpiperidin-3-yl)carbamate hydrochloride (1206824-67-0) → cis-N-benzyl-3-methoxycarbonylamino-4-methylpiperidine bis(hydrochloride) (1228879-37-5,1354486-07-9,477600-68-3)

Guidance literature:

methyl (1-benzyl-4-methylpiperidin-3-yl)carbamate hydrochloride; With lithium aluminium tetrahydride; In tetrahydrofuran; at -15 ℃; Reflux;

With water; In tetrahydrofuran; at 0 ℃;

With hydrogenchloride; In water; isopropyl alcohol; at 80 ℃; for 1.5h;

Reference yield: 85.5%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-benzyl-4-methyl-3-amino piperidine (1039738-27-6) → N,4-dimethyl-1-(phenylmethyl)-3-piperidineamine bishydrochloride (1228879-37-5,1354486-07-9,477600-68-3)

Guidance literature:

formaldehyd; 1-benzyl-4-methyl-3-amino piperidine; With sodium methylate; In methanol; at 60 ℃; for 6h;

With methanol; sodium tetrahydroborate; at 20 ℃; for 2h;

With hydrogenchloride; In isopropyl alcohol; at 0 - 50 ℃; for 4h; Temperature; Solvent;

upstream raw materials:

cis-(1-benzyl-4-methyl-piperidin-3-yl)-methyl-amine

methyl (1-benzyl-4-methylpiperidin-3-yl)carbamate hydrochloride

3-amino-4-methylpyridine

cis-N-benzyl-3-methoxycarbonylamino-4-methylpiperidine

Refernces

• 1、 -. "Synthesis and application of 1-benzyl-4-methyl-5-alkoxy-1, 2, 3, 6-tetrahydropyridine derivative". Paragraph 0141; 0151-0153. . Retrieved 2021/04/14.
• 2、 -. "Preparation methods of tofacitinib citrate intermediate and tofacitinib citrate". . . Retrieved 2020/01/25.