1(2H)-Quinolinecarboxylic acid, 4-[[[3,5-bis(trifluoromethyl)phenyl]methyl][2-(2-chloroethyl)-2H-tetrazol-5- yl]amino]-2-ethyl-3,4-dihydro-6-(trifluoromethyl)-, 1-methylethyl ester, (2R,4S)-

Base Information

• Chemical Name: 1(2H)-Quinolinecarboxylic acid, 4-[[[3,5-bis(trifluoromethyl)phenyl]methyl][2-(2-chloroethyl)-2H-tetrazol-5- yl]amino]-2-ethyl-3,4-dihydro-6-(trifluoromethyl)-, 1-methylethyl ester, (2R,4S)-
• CAS No.: 874502-29-1
• Molecular Formula: C₂₈H₂₈ClF₉N₆O₂
• Molecular Weight: 687.008
• Mol file: 874502-29-1.mol

Synonyms:

Chemical Property of 1(2H)-Quinolinecarboxylic acid, 4-[[[3,5-bis(trifluoromethyl)phenyl]methyl][2-(2-chloroethyl)-2H-tetrazol-5- yl]amino]-2-ethyl-3,4-dihydro-6-(trifluoromethyl)-, 1-methylethyl ester, (2R,4S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1(2H)-Quinolinecarboxylic acid, 4-[[[3,5-bis(trifluoromethyl)phenyl]methyl][2-(2-chloroethyl)-2H-tetrazol-5- yl]amino]-2-ethyl-3,4-dihydro-6-(trifluoromethyl)-, 1-methylethyl ester, (2R,4S)-

There total 9 articles about 1(2H)-Quinolinecarboxylic acid, 4-[[[3,5-bis(trifluoromethyl)phenyl]methyl][2-(2-chloroethyl)-2H-tetrazol-5- yl]amino]-2-ethyl-3,4-dihydro-6-(trifluoromethyl)-, 1-methylethyl ester, (2R,4S)- 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:

C26H25F9N6O2 (874501-94-7) → C28H28ClF9N6O2 (874502-29-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; acetone; at 20 ℃;

DOI:10.1016/j.bmcl.2012.04.042

Reference yield:

(3R)-[3-(4-trifluoromethylphenylamino)pentanoyl]carbamic acid benzyl ester → C28H28ClF9N6O2 (874502-29-1)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium tetrahydroborate; magnesium chloride / ethanol; water

2: pyridine / 0 - 20 °C

3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 760.05 Torr

4: sodium tris(acetoxy)borohydride; acetic acid / 1,1-dichloroethane / 20 °C

5: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

6: sodium azide; triethylamine / toluene / 110 °C

7: potassium carbonate / N,N-dimethyl-formamide; acetone / 20 °C

With pyridine; sodium tetrahydroborate; sodium azide; sodium tris(acetoxy)borohydride; palladium 10% on activated carbon; hydrogen; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; 1,1-dichloroethane; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/j.bmcl.2012.04.042

Reference yield:

(2R,4S)-(2-ethyl-6-trifluoromethyl-1,2,3,4-tetrahydroquinolin-4-yl)carbamic acid benzyl ester (474645-96-0) → C28H28ClF9N6O2 (874502-29-1)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / 0 - 20 °C

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 760.05 Torr

3: sodium tris(acetoxy)borohydride; acetic acid / 1,1-dichloroethane / 20 °C

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

5: sodium azide; triethylamine / toluene / 110 °C

6: potassium carbonate / N,N-dimethyl-formamide; acetone / 20 °C

With pyridine; sodium azide; sodium tris(acetoxy)borohydride; palladium 10% on activated carbon; hydrogen; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,1-dichloroethane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/j.bmcl.2012.04.042

upstream raw materials:

(2R,4S)-(2-ethyl-6-trifluoromethyl-1,2,3,4-tetrahydroquinolin-4-yl)carbamic acid benzyl ester

C₂₆H₂₄F₉N₃O₂

(R)-3-aminopentanenitrile methanesulfonic acid salt

[2R,4S]4-amino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid isopropyl ester

Refernces