(2S,αS)-methyl 2-(N-α-methylbenzyl)-1,2,3,6-tetrahydro-2-pyridinyl-acetate

Base Information

• Chemical Name: (2S,αS)-methyl 2-(N-α-methylbenzyl)-1,2,3,6-tetrahydro-2-pyridinyl-acetate
• CAS No.: 468071-34-3
• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.348
• Mol file: 468071-34-3.mol

Synonyms:(2S,αS)-methyl 2-(N-α-methylbenzyl)-1,2,3,6-tetrahydro-2-pyridinyl-acetate

Chemical Property of (2S,αS)-methyl 2-(N-α-methylbenzyl)-1,2,3,6-tetrahydro-2-pyridinyl-acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,αS)-methyl 2-(N-α-methylbenzyl)-1,2,3,6-tetrahydro-2-pyridinyl-acetate

There total 4 articles about (2S,αS)-methyl 2-(N-α-methylbenzyl)-1,2,3,6-tetrahydro-2-pyridinyl-acetate 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: 49.0%

(3S,5E,αS)-methyl 3-(N-allyl-N-α-methylbenzylamino)-hept-5-enoate (468071-31-0) → (2S,αS)-methyl 2-(N-α-methylbenzyl)-1,2,3,6-tetrahydro-2-pyridinyl-acetate (468071-34-3)

Guidance literature:

Grubbs catalyst first generation; In dichloromethane; for 12h; Heating;

DOI:10.1055/s-2002-32580

Reference yield:

(E,E)-methyl heptan-2,5-dieneoate (18261-30-8,32793-92-3,32793-93-4,40415-88-1,41792-07-8) → (2S,αS)-methyl 2-(N-α-methylbenzyl)-1,2,3,6-tetrahydro-2-pyridinyl-acetate (468071-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / n-butyllithium / tetrahydrofuran / -78 °C

2: 49 percent / PhCH=Ru(PCy₃)2Cl₂ / CH₂Cl₂ / 12 h / Heating

With n-butyllithium; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(03)00411-3

Reference yield:

(S)-N-(1-phenylethyl)prop-2-en-1-amine (115914-08-4) → (2S,αS)-methyl 2-(N-α-methylbenzyl)-1,2,3,6-tetrahydro-2-pyridinyl-acetate (468071-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / n-butyllithium / tetrahydrofuran / -78 °C

2: 49 percent / PhCH=Ru(PCy₃)2Cl₂ / CH₂Cl₂ / 12 h / Heating

With n-butyllithium; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(03)00411-3

upstream raw materials:

(3S,5E,αS)-methyl 3-(N-allyl-N-α-methylbenzylamino)-hept-5-enoate

(E,E)-methyl heptan-2,5-dieneoate

(S)-N-(1-phenylethyl)prop-2-en-1-amine

Downstream raw materials:

(2S)-methoxycarbonylmethylpiperidin

(S)-2-(piperidin-2-yl)ethanoic acid