TAK-700

Base Information

• Chemical Name: TAK-700
• CAS No.: 426219-53-6
• Molecular Formula: C18H17N3O2
• Molecular Weight: 307.3465
• Mol file: 426219-53-6.mol

Synonyms:(2S,3S)-2,3-DIHYDROXY-4-OXO-4-(PHENYLAMINO)BUTANOIC ACID COMPD.WITH6-(6,7-DIHYDRO-7-HYDROXY-5H-PYRROLO[1,2-C]IMIDAZOL-7-YL)-N-METHYL-2-NAPHTHALENECARBOXAMIDE

Chemical Property of TAK-700

Chemical Property:

• Boiling Point: 685.137 °C at 760 mmHg
• Flash Point: 368.157 °C
• PSA: 177.50000
• Density: 1.351 g/cm³
• LogP: 2.50740

Purity/Quality:

98% min ^*data from raw suppliers

Orteronel(TAK-700) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TAK-700

There total 14 articles about TAK-700 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:

6-bromo-N,N-diisopropyl-2-naphthamide (426219-46-7) → 2C10H11NO5*C18H17N3O2 (426219-53-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.83 h / -70 - -60 °C / Inert atmosphere

1.2: 0.67 h / -70 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: manganese(IV) oxide / dichloromethane / 1.5 h / 20 °C

3.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -70 °C / Inert atmosphere

3.2: -70 - -30 °C / Inert atmosphere

3.3: -50 °C / Inert atmosphere

4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / -15 - 0 °C

5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.5 h / 0 - 10 °C

6.1: acetonitrile / 0.33 h / 70 °C

6.2: 6 h / 70 °C

7.1: n-butyllithium / tetrahydrofuran; hexane / 0.83 h / -78 °C / Inert atmosphere

7.2: 16 h / 0 - 20 °C / Inert atmosphere

7.3: Inert atmosphere

8.1: ethanol

With manganese(IV) oxide; n-butyllithium; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; dichloromethane; toluene; acetonitrile;

DOI:10.1016/j.bmc.2011.08.068

Reference yield:

N,N-diisopropyl-6-[(1-trityl-1H-imidazol-4-yl)carbonyl]-2-naphthamide (426219-47-8) → 2C10H11NO5*C18H17N3O2 (426219-53-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -70 °C / Inert atmosphere

1.2: -70 - -30 °C / Inert atmosphere

1.3: -50 °C / Inert atmosphere

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / -15 - 0 °C

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.5 h / 0 - 10 °C

4.1: acetonitrile / 0.33 h / 70 °C

4.2: 6 h / 70 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.83 h / -78 °C / Inert atmosphere

5.2: 16 h / 0 - 20 °C / Inert atmosphere

5.3: Inert atmosphere

6.1: ethanol

With n-butyllithium; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; toluene; acetonitrile;

DOI:10.1016/j.bmc.2011.08.068

Reference yield:

6-bromo-N-methyl-2-naphthamide (426219-35-4) → 2C10H11NO5*C18H17N3O2 (426219-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2-(trifluoromethyl)phenyllithium / tetrahydrofuran; hexane / 0.83 h / -65 - -55 °C / Inert atmosphere

1.2: 1.5 h / -65 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: ethanol

With 2-(trifluoromethyl)phenyllithium; In tetrahydrofuran; ethanol; hexane;

DOI:10.1016/j.bmc.2011.08.068

upstream raw materials:

6-bromo-N,N-diisopropyl-2-naphthamide

6-bromo-N-methyl-2-naphthamide

orteronel

(L)-Tartranilsaeure

Downstream raw materials:

Orteronel

Refernces