Cyclopent[b]indole-3-acetic acid, 7-fluoro-1,2,3,4-tetrahydro-, (3R)-, compd. with N-cyclohexylcyclohexanamine (1:1)

Base Information

• Chemical Name: Cyclopent[b]indole-3-acetic acid, 7-fluoro-1,2,3,4-tetrahydro-, (3R)-, compd. with N-cyclohexylcyclohexanamine (1:1)
• CAS No.: 800381-17-3
• Molecular Formula: C13H12FNO2.C12H23N
• Molecular Weight: 414.564
• Mol file: 800381-17-3.mol

Synonyms:

Chemical Property of Cyclopent[b]indole-3-acetic acid, 7-fluoro-1,2,3,4-tetrahydro-, (3R)-, compd. with N-cyclohexylcyclohexanamine (1:1)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopent[b]indole-3-acetic acid, 7-fluoro-1,2,3,4-tetrahydro-, (3R)-, compd. with N-cyclohexylcyclohexanamine (1:1)

There total 5 articles about Cyclopent[b]indole-3-acetic acid, 7-fluoro-1,2,3,4-tetrahydro-, (3R)-, compd. with N-cyclohexylcyclohexanamine (1:1) 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:

ethyl (3R)-(7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetate (800377-03-1) + N-cyclohexyl-cyclohexanamine (101-83-7) → (3R)-(7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid dicyclohexylamine salt (800381-17-3)

Guidance literature:

ethyl (3R)-(7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetate; In tert-butyl methyl ether; acetonitrile; at 20 ℃; for 1h;

With sodium hydroxide; water; In n-heptane; tert-butyl methyl ether; ISOPROPYLAMIDE; at 20 ℃; for 2.33333h;

N-cyclohexyl-cyclohexanamine; With hydrogenchloride; more than 3 stages;

Reference yield:

C15H17BrFNO2 → (3R)-(7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid dicyclohexylamine salt (800381-17-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; tris-(o-tolyl)phosphine / palladium diacetate / ISOPROPYLAMIDE / 6 h / 90 °C

2.1: pseudomonas fluorescens lipase AK-AF / DMF (N,N-dimethyl-formamide) / 38 h / 28 °C / pH 8.0 / Resolution of racemate; Aqueous phophate buffer

3.1: solka-floc / tert-butyl methyl ether; acetonitrile / 1 h / 20 °C

3.2: 2.33 h / 20 °C

With pseudomonas fluorescens lipase AK-AF; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In DMF (N,N-dimethyl-formamide); tert-butyl methyl ether; ISOPROPYLAMIDE; acetonitrile; 1.1: Heck Reaction;

Reference yield:

2-bromo-4-fluoroaniline (1003-98-1) → (3R)-(7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid dicyclohexylamine salt (800381-17-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: phosphoric acid; triethyl phosphite / water / 7 h / 60 °C

2.1: triethylamine; tris-(o-tolyl)phosphine / palladium diacetate / ISOPROPYLAMIDE / 6 h / 90 °C

3.1: pseudomonas fluorescens lipase AK-AF / DMF (N,N-dimethyl-formamide) / 38 h / 28 °C / pH 8.0 / Resolution of racemate; Aqueous phophate buffer

4.1: solka-floc / tert-butyl methyl ether; acetonitrile / 1 h / 20 °C

4.2: 2.33 h / 20 °C

With pseudomonas fluorescens lipase AK-AF; phosphoric acid; triethylamine; tris-(o-tolyl)phosphine; triethyl phosphite; palladium diacetate; In DMF (N,N-dimethyl-formamide); tert-butyl methyl ether; ISOPROPYLAMIDE; water; acetonitrile; 2.1: Heck Reaction;

upstream raw materials:

ethyl (3R)-(7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetate

N-cyclohexyl-cyclohexanamine

ethyl (2-oxocyclopentyl)acetate

2-bromo-4-fluoroaniline

Refernces