(4R,5R)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4,5-bis(N-benzylamide)

Base Information

• Chemical Name: (4R,5R)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4,5-bis(N-benzylamide)
• CAS No.: 189574-20-7
• Molecular Formula: C₂₁H₂₄N₂O₄
• Molecular Weight: 368.433

Synonyms:(4R,5R)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4,5-bis(N-benzylamide)

Chemical Property of (4R,5R)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4,5-bis(N-benzylamide)

Chemical Property:

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Technology Process of (4R,5R)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4,5-bis(N-benzylamide)

There total 4 articles about (4R,5R)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4,5-bis(N-benzylamide) 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: 91.0%

benzylamine (100-46-9) + (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxyl dichloride (88797-37-9) → (4R,5R)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4,5-bis(N-benzylamide) (189574-20-7)

Guidance literature:

In tetrahydrofuran; for 1h;

DOI:10.1080/00397919708003365

Reference yield: 87.0%

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate (59779-75-8) + benzylamine (100-46-9) → (4R,5R)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4,5-bis(N-benzylamide) (189574-20-7)

Guidance literature:

With sodium; In methanol;

DOI:10.1023/B:RUJO.0000003201.57627.ee

Reference yield: 67.0%

(-)-dimethy-2,3-O-isopropylidene-L-tartrate (37031-29-1) + benzylamine (100-46-9) → (4R,5R)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4,5-bis(N-benzylamide) (189574-20-7)

Guidance literature:

With potassium carbonate; In methanol; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2011.04.015

upstream raw materials:

benzylamine

(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxyl dichloride

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

(-)-dimethy-2,3-O-isopropylidene-L-tartrate

Downstream raw materials:

(4S,5S)-benzyl(5-{[benzyl(2-methylallyl)amino]methyl}-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)(2-methylallyl)amine

(9S,13S)-7,15-dibenzyl-11,11-dimethyl-2,10,12,20-tetraoxa-7,15-diaza-tricyclo[19.3.1.0^9,13]-pentacosa-1⁽²⁴⁾,21⁽²⁵⁾,22-triene-23-carboxylic acid methyl ester

(3aS,10S,11S,17aS)-5,16-dibenzyl-10,11-bis(benzyloxymethyl)-2,2-dimethylperhydro[1,3]dioxolo[4,5-j][1,4,8,13]dioxadiazacyclohexadecane-7,14-diol

(2S,3S,10S,11S)-8,13-dibenzyl-2,3-bis(benzyloxymethyl)-1,4-dioxa-8,13-diazacyclohexadecane-6,10,11,15-tetraol

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