2,4-bis[[(cis,cis)-2,4-dioxo-1,5,7-tris((benzyloxy)methyl)-3-azabicyclo[3.3.1]non-7-carboxylic]] acid m-xylene

Base Information

• Chemical Name: 2,4-bis[[(cis,cis)-2,4-dioxo-1,5,7-tris((benzyloxy)methyl)-3-azabicyclo[3.3.1]non-7-carboxylic]] acid m-xylene
• CAS No.: 182184-41-4
• Molecular Formula: C₇₄H₇₆N₂O₁₄
• Molecular Weight: 1217.42

Synonyms:2,4-bis[[(cis,cis)-2,4-dioxo-1,5,7-tris((benzyloxy)methyl)-3-azabicyclo[3.3.1]non-7-carboxylic]] acid m-xylene

Chemical Property of 2,4-bis[[(cis,cis)-2,4-dioxo-1,5,7-tris((benzyloxy)methyl)-3-azabicyclo[3.3.1]non-7-carboxylic]] acid m-xylene

Chemical Property:

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Technology Process of 2,4-bis[[(cis,cis)-2,4-dioxo-1,5,7-tris((benzyloxy)methyl)-3-azabicyclo[3.3.1]non-7-carboxylic]] acid m-xylene

There total 2 articles about 2,4-bis[[(cis,cis)-2,4-dioxo-1,5,7-tris((benzyloxy)methyl)-3-azabicyclo[3.3.1]non-7-carboxylic]] acid m-xylene 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: 56.0%

4,6-dinitro-m-xylene (616-72-8) + (1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carbonyl chloride → 2,4-bis[[(cis,cis)-2,4-dioxo-1,5,7-tris((benzyloxy)methyl)-3-azabicyclo[3.3.1]non-7-carboxylic]] acid m-xylene (182184-41-4)

Guidance literature:

With pyridine; dmap; for 18h; Heating;

DOI:10.1021/ja960288l

Reference yield:

Kemp's anhydride acid (146667-27-8) → 2,4-bis[[(cis,cis)-2,4-dioxo-1,5,7-tris((benzyloxy)methyl)-3-azabicyclo[3.3.1]non-7-carboxylic]] acid m-xylene (182184-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 0 - 20 °C

2: 56 percent / pyridine, DMAP / 18 h / Heating

With pyridine; dmap; oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja960288l

Reference yield:

2,4-bis[[(cis,cis)-2,4-dioxo-1,5,7-tris((benzyloxy)methyl)-3-azabicyclo[3.3.1]non-7-carboxylic]] acid m-xylene (182184-41-4) → C74H74Cl2N2O12 (182184-43-6)

Guidance literature:

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 3.16667h;

DOI:10.1021/ja960288l

upstream raw materials:

4,6-dinitro-m-xylene

Kemp's anhydride acid

Downstream raw materials:

C₇₄H₇₄Cl₂N₂O₁₂

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