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

Base Information

• Chemical Name: (R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-pyridone
• CAS No.: 238401-94-0
• Molecular Formula: C₂₉H₃₃NO₃
• Molecular Weight: 443.586
• Mol file: 238401-94-0.mol

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

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

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-pyridone

There total 1 articles about (R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-pyridone 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: 57.0%

danishefsky's diene (54125-02-9) + (R)-2,3-di-O-benzylglyceraldehyde (R)-α-methylbenzylimine (238401-90-6) → (R)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-pyridone (238401-94-0) + (S)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-pyridone

Guidance literature:

danishefsky's diene; (R)-2,3-di-O-benzylglyceraldehyde (R)-α-methylbenzylimine; With zinc(II) iodide; In acetonitrile; at -20 ℃; for 4h;

With L-Selectride; In tetrahydrofuran; at -78 ℃; for 72h;

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

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)-N-[(R)-α-methylbenzyl]-2-[(S)-1,2-dibenzyloxyethyl]-4-pyridone (238401-94-0) → (R)-7-((S)-1,2-Bis-benzyloxy-ethyl)-1,4-dioxa-8-aza-spiro[4.5]decane

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / boron trifluoride etherate / CHCl₃ / 3 h / -10 - 20 °C

2: H₂ / 20 percent Pd(OH)2/C / ethanol / 3 h / 20 °C / 760 Torr

With boron trifluoride diethyl etherate; hydrogen; palladium dihydroxide; In ethanol; chloroform; 1: Cycloaddition / 2: Hydrogenolysis;

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

upstream raw materials:

danishefsky's diene

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

Downstream raw materials:

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

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