(R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-(1,3-dioxolan-2-yl)piperidine

Base Information

• Chemical Name: (R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-(1,3-dioxolan-2-yl)piperidine
• CAS No.: 238401-95-1
• Molecular Formula: C₃₁H₃₇NO₄
• Molecular Weight: 487.639
• Mol file: 238401-95-1.mol

Synonyms:(R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-(1,3-dioxolan-2-yl)piperidine

Chemical Property of (R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-(1,3-dioxolan-2-yl)piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-(1,3-dioxolan-2-yl)piperidine

There total 2 articles about (R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-(1,3-dioxolan-2-yl)piperidine 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: 85.0%

ethylene glycol (107-21-1) + (R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-pyridone (238401-94-0) → (R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-(1,3-dioxolan-2-yl)piperidine (238401-95-1)

Guidance literature:

With boron trifluoride diethyl etherate; In chloroform; at -10 - 20 ℃; for 3h;

DOI:10.1016/S0040-4020(99)00377-4

Reference yield:

(R)-2,3-di-O-benzylglyceraldehyde (R)-α-methylbenzylimine (238401-90-6) → (R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-(1,3-dioxolan-2-yl)piperidine (238401-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ZnI₂ / acetonitrile / 4 h / -20 °C

1.2: 57 percent / L-selectride / tetrahydrofuran / 72 h / -78 °C

2.1: 85 percent / boron trifluoride etherate / CHCl₃ / 3 h / -10 - 20 °C

With boron trifluoride diethyl etherate; zinc(II) iodide; In chloroform; acetonitrile; 1.1: Cycloaddition / 1.2: Reduction / 2.1: Cycloaddition;

DOI:10.1016/S0040-4020(99)00377-4

Reference yield:

(R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-(1,3-dioxolan-2-yl)piperidine (238401-95-1) → (R)-7-((S)-1,2-Bis-benzyloxy-ethyl)-1,4-dioxa-8-aza-spiro[4.5]decane

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; at 20 ℃; for 3h; under 760 Torr;

DOI:10.1016/S0040-4020(99)00377-4

upstream raw materials:

ethylene glycol

(R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-pyridone

(R)-2,3-di-O-benzylglyceraldehyde (R)-α-methylbenzylimine

Downstream raw materials:

(R)-N-tert-butoxycarbonyl-2-[(S)-1,2-dibenzyloxyethyl]-4-(1,3-dioxolane-2-yl)piperidine