ETHYL (S)-1-CBZ-NIPECOTATE

Base Information

• Chemical Name: ETHYL (S)-1-CBZ-NIPECOTATE
• CAS No.: 174699-11-7
• Molecular Formula: C16H21 N O4
• Molecular Weight: 291.347
• Hs Code.: 2933399090
• Mol file: 174699-11-7.mol

Synonyms:1,3-Piperidinedicarboxylicacid, 3-ethyl 1-(phenylmethyl) ester, (S)-

Chemical Property of ETHYL (S)-1-CBZ-NIPECOTATE

Chemical Property:

• Vapor Pressure: 9.97E-07mmHg at 25°C
• Refractive Index: 1.533
• Boiling Point: 403.7°Cat760mmHg
• Flash Point: 198°C
• PSA: 55.84000
• Density: 1.165g/cm³
• LogP: 2.53620
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl(S)-1-Cbz-nipecotate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl (S)-1-Cbz-nipecotate was prepared as a ligand for monoamine receptors and transporters.

Technology Process of ETHYL (S)-1-CBZ-NIPECOTATE

There total 10 articles about ETHYL (S)-1-CBZ-NIPECOTATE 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%

→ (3S)-Piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester (174699-11-7)

Guidance literature:

Reference yield:

5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester (917112-56-2) → (3S)-Piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester (174699-11-7) + (R)-N-Cbz-ethyl nipecotate (435275-85-7)

Guidance literature:

With hydrogen; [Rh((S,S,R,R)-Tangphos)NBD][SbF₆]; In dichloromethane; at 80 ℃; for 72h; under 77572.2 Torr; Title compound not separated from byproducts;

DOI:10.1002/ejoc.200600558

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + Ethyl nipecotate (71962-74-8) → (3S)-Piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester (174699-11-7) + (R)-N-Cbz-ethyl nipecotate (435275-85-7)

Guidance literature:

With triethylamine; In dichloromethane; at 15 - 25 ℃; for 16h; Overall yield = 58 %; Overall yield = 313 mg;

DOI:10.1021/acs.orglett.8b00864

upstream raw materials:

ethanol

(3S)-1-phenylmethoxycarbonylpiperidine-3-carboxylic acid

5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester

3-pyridinecarboxylic acid ethyl ester

Downstream raw materials:

C₁₆H₁₉NO₇

(S)-(+)-nipecotic acid ethyl ester

Refernces

• 1、 Lei, Aiwen,Chen, Mao,He, Minsheng,Zhang, Xumu. "Asymmetric hydrogenation of pyridines: Enantioselective synthesis of nipecotic acid derivatives". . p. 4343 - 4347. Retrieved 2007/10/03.
• 2、 -. "Methods for the stereoselective synthesis of substituted piperidines". . . Retrieved 2008/06/13.