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

Base Information

• Chemical Name: 5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester
• CAS No.: 917112-56-2
• Molecular Formula: C₁₆H₁₉NO₄
• Molecular Weight: 289.331
• Mol file: 917112-56-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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

There total 2 articles about 5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester 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:

3-pyridinecarboxylic acid ethyl ester (614-18-6) → 5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester (917112-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / H₂ / 5 percent Pd-C / aq. ethanol / 36 h / 20 °C / 5171.48 Torr

2: BuLi / -78 °C

With n-butyllithium; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1002/ejoc.200600558

Reference yield:

ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate (3335-05-5) → 5,6-dihydro-4H-pyridine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester (917112-56-2)

Guidance literature:

ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate; With n-butyllithium; at -78 ℃;

BnOCOCl or (BnO)2CO;

DOI:10.1002/ejoc.200600558

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

upstream raw materials:

ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate

3-pyridinecarboxylic acid ethyl ester

Downstream raw materials:

(3S)-Piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester

(R)-N-Cbz-ethyl nipecotate