BENZYL (+/-)-TRANS-N-BOC-4-METHYL-PIPERIDINE-2-CARBOXYLATE

Base Information

• Chemical Name: BENZYL (+/-)-TRANS-N-BOC-4-METHYL-PIPERIDINE-2-CARBOXYLATE
• CAS No.: 339183-92-5
• Molecular Formula: C₁₉H₂₇NO₄
• Molecular Weight: 333.428
• Hs Code.: 2933399090
• Mol file: 339183-92-5.mol

Synonyms:BENZYL (+/-)-TRANS-N-BOC-4-METHYL-PIPERIDINE-2-CARBOXYLATE;(2R,4R)-rel-N-tert-Butyloxycarbonyl-4-Methyl-2-piperidinecarboxylic Acid Benzyl Ester;trans-2-Benzyl 1-tert-butyl 4-methylpiperidine-1,2-dicarboxylate

Chemical Property of BENZYL (+/-)-TRANS-N-BOC-4-METHYL-PIPERIDINE-2-CARBOXYLATE

Chemical Property:

• PSA: 55.84000
• LogP: 3.70330
• Solubility.: Dichloromethane, Diethy Ether, Ethyl Acetate, Hexanes

Purity/Quality:

98%min ^*data from raw suppliers

(2R,4R)-rel-N-tert-Butyloxycarbonyl-4-methyl-2-piperidinecarboxylicAcidBenzylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Benzyl (+/-)-trans-N-boc-4-methyl-piperidine-2-carboxylate is Used in the synthesis of Argatroban (A769000).

Technology Process of BENZYL (+/-)-TRANS-N-BOC-4-METHYL-PIPERIDINE-2-CARBOXYLATE

There total 6 articles about BENZYL (+/-)-TRANS-N-BOC-4-METHYL-PIPERIDINE-2-CARBOXYLATE 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: 35.0%

4-methylpiperidine-1-carboxylic acid tert-butyl ester (123387-50-8) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl trans-N-Boc-4-methylpipecolic acid ester (339183-92-5)

Guidance literature:

4-methylpiperidine-1-carboxylic acid tert-butyl ester; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; at -90 ℃;

benzyl chloroformate; In diethyl ether; at -90 - 20 ℃;

DOI:10.1016/S0960-894X(01)00351-1

Reference yield:

4-methylpiperidine-1-carboxylic acid tert-butyl ester (123387-50-8) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl trans-N-Boc-4-methylpipecolic acid ester (339183-92-5) + (2R,4S)-4-Methyl-piperidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester (339183-92-5)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; at -90 - 20 ℃; for 5h;

DOI:10.1016/S0040-4039(01)00138-1

Reference yield:

4-methylpiperidine-1-carboxylic acid tert-butyl ester (123387-50-8) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl trans-N-Boc-4-methylpipecolic acid ester (339183-92-5) + (2R,4S)-4-Methyl-piperidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester (339183-92-5)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; at -90 - 20 ℃; for 5h;

DOI:10.1016/S0040-4039(01)00138-1

upstream raw materials:

4-methylpiperidine-1-carboxylic acid tert-butyl ester

benzyl chloroformate

4-methylpiperidin

di-tert-butyl dicarbonate

Refernces

• 1、 Cossy, Janine,Belotti, Damien. "Direct diastereoselective synthesis of (±)-cis- and (±)-trans-4-methylpipecolic acid and derivatives". . p. 2119 - 2120. Retrieved 2007/10/03.