(1R,2R,4R)-2-(benzyloxycarbonyl)-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylic acid

Base Information

• Chemical Name: (1R,2R,4R)-2-(benzyloxycarbonyl)-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylic acid
• CAS No.: 1030359-53-5
• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.315
• Mol file: 1030359-53-5.mol

Synonyms:(1R,2R,4R)-2-(benzyloxycarbonyl)-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylic acid

Chemical Property of (1R,2R,4R)-2-(benzyloxycarbonyl)-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,4R)-2-(benzyloxycarbonyl)-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylic acid

There total 1 articles about (1R,2R,4R)-2-(benzyloxycarbonyl)-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylic acid 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: 64.0%

(3'R,1R,4R,7R)-1-[4-(benzyloxycarbonyl)phenyl]-4,4-dimethyl-2-oxopyrrolidin-3-yl 2-(benzyloxycarbonyl)-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylate (1030359-46-6) → (R)-4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl) benzoic acid (777087-96-4) + (1R,2R,4R)-2-(benzyloxycarbonyl)-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylic acid (1030359-53-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1002/ejoc.200700677

Reference yield: 77.0%

(1R,2R,4R)-2-(benzyloxycarbonyl)-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylic acid (1030359-53-5) → (1S,2R,3R,6R,7S)-8-(benzyloxycarbonyl)-2-iodo-4-oxa-8-azatricyclo[4.3.1.0(3,7)]decan-5-one (1030359-54-6)

Guidance literature:

With iodine; sodium hydrogencarbonate; potassium iodide; In dichloromethane; water; at 20 ℃; for 24h; diastereoselective reaction;

DOI:10.1016/j.tetasy.2008.09.005

upstream raw materials:

(3'R,1R,4R,7R)-1-[4-(benzyloxycarbonyl)phenyl]-4,4-dimethyl-2-oxopyrrolidin-3-yl 2-(benzyloxycarbonyl)-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylate

Downstream raw materials:

(1S,2R,3R,6R,7S)-8-(benzyloxycarbonyl)-2-iodo-4-oxa-8-azatricyclo[4.3.1.0(3,7)]decan-5-one