cis-1'-Oxo-spiro[cyclohexane-1,3'(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid

Base Information

• Chemical Name: cis-1'-Oxo-spiro[cyclohexane-1,3'(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid
• CAS No.: 807320-43-0
• Molecular Formula: C₁₃H₁₃NO₄
• Molecular Weight: 247.251
• Mol file: 807320-43-0.mol

Synonyms:Spiro[cyclohexane-1,3'(1'H)-furo[3,4-c]pyridine]-4-carboxylicacid, 1'-oxo-, cis- (9CI)

Chemical Property of cis-1'-Oxo-spiro[cyclohexane-1,3'(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid

Chemical Property:

• PSA: 76.49000
• Density: 1.41
• LogP: 1.72210

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-1'-Oxo-spiro[cyclohexane-1,3'(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid

There total 8 articles about cis-1'-Oxo-spiro[cyclohexane-1,3'(1'H)-furo[3,4-c]pyridine]-4-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: 33.0%

N-phenylisonicotinamide (3034-31-9) + ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → 1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid (807320-43-0) + trans-1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid (328233-23-4)

Guidance literature:

Multistep reaction;

DOI:10.1021/jo0512709

Reference yield:

1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid chloride → 1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid (807320-43-0) + trans-1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid (328233-23-4)

Guidance literature:

1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid chloride; With N,N,N,N,-tetramethylethylenediamine; lithium chloride; tert-butyl alcohol; In tetrahydrofuran; at 35 - 39 ℃; for 19h;

With sulfuric acid; In tetrahydrofuran; water; at 50 ℃; for 3h;

DOI:10.1021/jo0512709

Reference yield:

trans-1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid chloride hydrochloride → 1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid (807320-43-0) + trans-1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid (328233-23-4)

Guidance literature:

trans-1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid chloride hydrochloride; With triethylamine; In chloroform; at 0 ℃; for 1h;

With water; In chloroform; Title compound not separated from byproducts;

DOI:10.1021/jo0512709

upstream raw materials:

N-phenylisonicotinamide

ethyl 4-oxocyclohexane-1-carboxylate

1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid

trans-1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid

Refernces