N,N'-methylene[(2S,4R,5R)-4-methyl-1,3-dioxan-2,5-diyl][(trans)-1,3-dioxan-2,5-diyl]bisbenzamide

Base Information

• Chemical Name: N,N'-methylene[(2S,4R,5R)-4-methyl-1,3-dioxan-2,5-diyl][(trans)-1,3-dioxan-2,5-diyl]bisbenzamide
• CAS No.: 296766-64-8
• Molecular Formula: C₂₄H₂₈N₂O₆
• Molecular Weight: 440.496
• Mol file: 296766-64-8.mol

Synonyms:N,N'-methylene[(2S,4R,5R)-4-methyl-1,3-dioxan-2,5-diyl][(trans)-1,3-dioxan-2,5-diyl]bisbenzamide

Chemical Property of N,N'-methylene[(2S,4R,5R)-4-methyl-1,3-dioxan-2,5-diyl][(trans)-1,3-dioxan-2,5-diyl]bisbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N'-methylene[(2S,4R,5R)-4-methyl-1,3-dioxan-2,5-diyl][(trans)-1,3-dioxan-2,5-diyl]bisbenzamide

There total 4 articles about N,N'-methylene[(2S,4R,5R)-4-methyl-1,3-dioxan-2,5-diyl][(trans)-1,3-dioxan-2,5-diyl]bisbenzamide 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: 86.0%

N-[2-hydroxy-1-(hydroxymethyl)ethyl]benzamide (138625-63-5) + (2S,4R,5R)-N-(2-formylmethyl-4-methyl-1,3-dioxane-5-yl)benzamide (398118-87-1) → N,N'-methylene[(2S,4R,5R)-4-methyl-1,3-dioxan-2,5-diyl][(trans)-1,3-dioxan-2,5-diyl]bisbenzamide (296766-64-8)

Guidance literature:

With magnesium chloride; In chloroform; at 20 ℃;

DOI:10.1021/jo0057351

Reference yield: 61.0%

N-[2-hydroxy-1-(hydroxymethyl)ethyl]benzamide (138625-63-5) + [(2S,4R,5R)-N-2-(2,2-dimethoxyethyl)-4-methyl-1,3-dioxan-5-yl]benzamide (296766-50-2) → N,N'-methylene[(2S,4R,5R)-4-methyl-1,3-dioxan-2,5-diyl][(trans)-1,3-dioxan-2,5-diyl]bisbenzamide (296766-64-8) + N,N'-methylene[(2S,4R,5R)-4-methyl-1,3-dioxan-2,5-diyl][(2'S,5'R)-1,3-dioxcyclooctan-2,5-diyl]bisbenzamide + N,N'-methylenebis[(2S,4R,5R)/(2R,4S,5S)-4-methyl-1,3-dioxan-2,5-diyl]bisbenzamide + N,N'-methylenebis[(2S,4R,5R)/(2S,4S,5S)-4-methyl-1,3-dioxan-2,5-diyl]bisbenzamide (296766-60-4)

Guidance literature:

With hydrogenchloride; In chloroform; at 20 ℃; for 24h;

DOI:10.1002/1099-0690(200007)2000:14<2669::aid-ejoc2669>3.3.co;2-q

Reference yield:

[(2S,4R,5R)-N-2-(2,2-dimethoxyethyl)-4-methyl-1,3-dioxan-5-yl]benzamide (296766-50-2) → N,N'-methylene[(2S,4R,5R)-4-methyl-1,3-dioxan-2,5-diyl][(trans)-1,3-dioxan-2,5-diyl]bisbenzamide (296766-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalic acid; silicagel / CHCl₃ / 50 °C

2: 86 percent / MgCl₂ / CHCl₃ / 20 °C

With oxalic acid; silica gel; magnesium chloride; In chloroform;

DOI:10.1021/jo0057351

upstream raw materials:

N-[2-hydroxy-1-(hydroxymethyl)ethyl]benzamide

[(2S,4R,5R)-N-2-(2,2-dimethoxyethyl)-4-methyl-1,3-dioxan-5-yl]benzamide

(2S,4R,5R)-N-(2-formylmethyl-4-methyl-1,3-dioxane-5-yl)benzamide

N-benzoyl-L-serine methyl ester