N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine

Base Information

• Chemical Name: N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine
• CAS No.: 528818-99-7
• Molecular Formula: C₂₂H₁₉NO₂
• Molecular Weight: 329.398
• Mol file: 528818-99-7.mol

Synonyms:N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine

Chemical Property of N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine

There total 1 articles about N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine 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: 89.0%

benzaldehyde (100-52-7) + (4R,5R)-2-azido-4,5-diphenyl-1,3-dioxolane (528819-00-3) → N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine (528818-99-7)

Guidance literature:

With trimethylphosphane; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1021/jo026571m

Reference yield: 100.0%

methyllithium (917-54-4) + N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine (528818-99-7) → (R,R)-hydroxybenzoin (52340-78-0) + (R)-1-phenylethylamine hydrochloride (10277-86-8) + (S)-(-)-α-methylbenzylamine hydrochloride (17279-30-0)

Guidance literature:

methyllithium; N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine; In 1,2-dimethoxyethane; at -78 ℃; for 2h;

With hydrogenchloride; In methanol; at 20 ℃; for 10h; Title compound not separated from byproducts;

DOI:10.1021/jo026571m

Reference yield:

n-butyllithium (109-72-8,29786-93-4) + N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine (528818-99-7) → (R,R)-hydroxybenzoin (52340-78-0) + (1R)-1-phenylpentan-1-aminium chloride + (1S)-1-phenylpentan-1-aminium chloride

Guidance literature:

n-butyllithium; N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine; In 1,2-dimethoxyethane; at -78 ℃; for 2h;

With hydrogenchloride; In methanol; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1021/jo026571m

upstream raw materials:

benzaldehyde

(4R,5R)-2-azido-4,5-diphenyl-1,3-dioxolane

Downstream raw materials:

(R,R)-hydroxybenzoin

(R)-1-phenylethylamine hydrochloride

(S)-(-)-α-methylbenzylamine hydrochloride

(4R,5R)-2-azido-4,5-diphenyl-1,3-dioxolane