27262-40-4

Basic information

• Product Name: (2S)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide)
• Synonyms: (S)-N-(2',6'-dimethylphenl)-2-Piperidine carboxamide;(S)-N-(2',6'-Dimethylphenyl)Piperidine-2-Carboxylic Amide;(S)-(+)-Pipecolinoxylidide;(2S)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide);2',6'-Pipecoloxylidide;L-Pipecolic acid 2,6-xylidide;N-Despropyl Ropivacaine;(2S)-N-(2,6-diMethylphenyl)piperidine-2-carboxaMide
• CAS NO: 27262-40-4
• Molecular Formula: C₁₄H₂₀N₂O
• Molecular Weight: 232.32
• EINECS: 1308068-626-2
• Product Categories: Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 27262-40-4.mol
• Article Data: 27

Chemical Properties

• Melting Point: 129-130°C
• Boiling Point: 392°C
• Flash Point: 149°C
• Appearance: /
• Density: 1.087
• Storage Temp.: Refrigerator
• Solubility: DMSO, Methanol (Slightly), Water (Slightly, Heated and Sonicated)
• PKA: 14.85±0.70(Predicted)
• CAS DataBase Reference: (2S)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide)(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide)(27262-40-4)
• EPA Substance Registry System: (2S)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide)(27262-40-4)

Safety Data

• Hazardous Substances Data: 27262-40-4(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 27262-40-4 differently. You can refer to the following data:
1. N-Despropyl Ropivacaine (Ropivacaine EP Impurity B) is a major metabolite of Levobupivacaine (B689546) and the anesthetic Ropivacaine (R675000).
2. A major metabolite of Levobupivacaine (B689546) and the anesthetic Ropivacaine (R675000).

Upstream product

• 98-98-6 2-Picolinic acid 
• 1537190-05-8 C₁₄H₂₀N₂O*C₁₆H₁₅NO₃ 
• 67-56-1 methanol 
• 39627-98-0 2-pyridine-carboxamide-N-(2,6-dimethylphenyl) 
• 87-62-7 2,6-dimethylaniline 
• 3105-95-1 pipecolinic acid 
• 1537190-03-6 C₁₄H₂₀N₂O*C₁₆H₁₅NO₃ 
• 1537190-02-5 C₁₄H₂₀N₂O*C₁₆H₁₅NO₃ 
• 110-52-1 1,4-dibromo-butane 
• 102881-97-0 2-amino-N-(2,6-dimethyl-phenyl)-malonamic acid ethyl ester 
• 15883-20-2 2',6'-pipecoloxylidide 
• 98626-58-5 L-pipecolic acid chloride hydrochloride 
• 178734-91-3 Acetic acid (S)-5-benzyloxycarbonylamino-5-(2,6-dimethyl-phenylcarbamoyl)-pentyl ester 
• 178734-92-4 [(S)-1-(2,6-Dimethyl-phenylcarbamoyl)-5-hydroxy-pentyl]-carbamic acid benzyl ester 

Downstream Products

• 27262-47-1 levobupivacaine 
• 27262-39-1 (S)-dibenzoyl-2-pipecolinoxylidide-L-tartrate 
• 22801-44-1 (+)-Mepivacaine 
• 98626-59-6 (S)-1-ethyl-2',6'-pipecoloxylidide 
• 2180-94-1 1-ethyl-piperidine-2-carboxylic acid-(2,6-dimethyl-anilide) 
• 1364698-38-3 (R,S)-N-(2,6-dimethylphenyl)piperidinium-2-carboxamide bis-(trifluoromethylsulfonyl)imide 
• 15883-20-2 2',6'-pipecoloxylidide 
• 175888-75-2 roivacaine 
• 84057-95-4 ropivacaine 
• 78289-28-8 pipecolic-2-acid-2',6'-xylidide 

Relevant articles and documents

A convenient and highly enantioselective synthesis of (S)-2-pipecolic acid: an efficient access to caine anesthetics

A novel and enantioselective synthesis of (S)-2-pipecolic acid (5) has been achieved from Oppolzer’s sultam (1) and ethyl N-(diphenylmethylene)glycinate (2) as readily available starting materials. The highly stereoselective alkylation of chiral glycine intermediate (3) with 1,4-dibromobutane afforded the key backbone of (S)-2-pipecolic acid (5) in one-step that was utilized into the preparation of the local anesthetics mepivacaine, ropivacaine and bupivacaine.

Preparation and purification method of ropivacaine hydrochloride intermediate

The invention relates to a preparation and purification method of a ropivacaine hydrochloride intermediate. According to the method, single chiral intermediate (-)-(2S)-N-(2,6-dimethylphenyl)piperidine-2-carboxamide is prepared from single chiral raw mate

Preparation method of bupivacaine hydrochloride

The invention discloses a preparation method of bupivacaine hydrochloride. The preparation method includes the steps of: 1) preparing N-(2,6-xylyl)-2-piperidineformamide; 2) preparing the bupivacaine hydrochloride. The reaction routes in the two steps are described in the specification. The method has high yield, high product quality and low operation cost, allows automation operation of equipment, has good stability, and can satisfy industrial demands.