methyl (2S)-2-phenyl-2-[(2S)-piperidin-1-ium-2-yl]acetate;chloride

Base Information

• Chemical Name: methyl (2S)-2-phenyl-2-[(2S)-piperidin-1-ium-2-yl]acetate;chloride
• CAS No.: 29419-95-2
• Molecular Formula: C14H19 N O2 . Cl H
• Molecular Weight: 269.771
• Hs Code.: 2933399090
• Mol file: 29419-95-2.mol

Synonyms:

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Chemical Property of methyl (2S)-2-phenyl-2-[(2S)-piperidin-1-ium-2-yl]acetate;chloride

Chemical Property:

• Melting Point: 219-221 °C
• PSA: 38.33000
• LogP: 3.21610
• Solubility.: H2O: soluble32mg/mL
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 269.1182566
• Heavy Atom Count: 18
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C1CCCC[NH2+]1)C2=CC=CC=C2.[Cl-]
• Isomeric SMILES: COC(=O)[C@H]([C@@H]1CCCC[NH2+]1)C2=CC=CC=C2.[Cl-]
• Uses: Controlled substance. CNS stimulant. The less potent threo-enantiomer of Methylphenidate. The threo enantomers have shown that the pharmacological activity residues predominantly in the d-threo enantiomer.

Technology Process of methyl (2S)-2-phenyl-2-[(2S)-piperidin-1-ium-2-yl]acetate;chloride

There total 39 articles about methyl (2S)-2-phenyl-2-[(2S)-piperidin-1-ium-2-yl]acetate;chloride 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: 100.0%

methanol (67-56-1) + (R*,R*)-7-phenyl-1-azabicyclo[4.2.0]octan-8-one → methylphenidate hydrochloride (298-59-9,19262-68-1,23644-60-2,23655-65-4,29419-95-2,29419-96-3,29419-97-4,56502-30-8)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo982214t

Reference yield: 100.0%

threo-(-)-Methylphenidate (40572-71-2) → methyl (S,S)-1-phenyl-2-[N-(1')-piperidin-2'-yl]ethanoate hydrochloride (29419-95-2)

Guidance literature:

With hydrogenchloride; In diethyl ether; Inert atmosphere;

DOI:10.1016/j.tet.2019.130713

Reference yield: 100.0%

methanol (67-56-1) + tert-butyl (S,S)-2-phenyl-2-(piperidin-2'-yl)ethanoate → methyl (S,S)-1-phenyl-2-[N-(1')-piperidin-2'-yl]ethanoate hydrochloride (29419-95-2)

Guidance literature:

With thionyl chloride; at 0 - 50 ℃; for 16.5h; Inert atmosphere;

DOI:10.1016/j.tet.2019.130713

upstream raw materials:

methanol

threo-ritalinic acid

methylphenidate hydrochloride

Methyl phenyldiazoacetate

Downstream raw materials:

2-phenyl-2-(piperidin-2-yl)acetic acid

d-Ritalinic acid

l-threo-methylphenidate / dibenzoyl L-tartaric acid

(+/-)-threo-ethylphenidate hydrochloride