ledipasvir interMediate

Base Information

• Chemical Name: ledipasvir interMediate
• CAS No.: 1256388-50-7
• Molecular Formula: C29H29BrF2N4O3
• Molecular Weight: 599.475
• Mol file: 1256388-50-7.mol

Synonyms:Methyl (S)-1-((S)-6-(5-(7-broMo-9,9-difluoro-9H-fluoren-2-yl)-1H-iMidazol-2-yl)-5-azaspiro[2.4]heptan-5-yl)-3-Methyl-1-oxobutan-2-ylcarbaMate;CarbaMic acid, N-[(1S)-1-[[(6S)-6-[5-(7-broMo-9,9-difluoro-9H-fluoren-2-yl)-1H-iMidazol-2-yl]-5-azaspiro[2.4]hept-5-yl]carbonyl]-2-Methylpropyl]-, Methyl ester;N-[(1S)-1-[[(6S)-6-[5-(7-Bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl]carbonyl]-2-methylpropyl]carbamic acid methyl ester

Chemical Property of ledipasvir interMediate

Chemical Property:

• Boiling Point: 789.0±60.0 °C(Predicted)
• PKA: 11.13±0.10(Predicted)
• PSA: 87.32000
• Density: 1.53±0.1 g/cm3(Predicted)
• LogP: 6.72270

Purity/Quality:

98% ^*data from raw suppliers

Methyl((S)-1-((S)-6-(5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptan-5-yl)-3-methyl-1-oxobutan-2-yl)carbamate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ledipasvir interMediate

There total 9 articles about ledipasvir interMediate 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: 100.0%

C29H29BrF2N2O6 → (1-{6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester (1256388-50-7)

Guidance literature:

With ammonium acetate; In 2-methoxy-ethanol; toluene; at 90 ℃; for 5h;

Reference yield:

6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carboxylic acid benzyl ester (1256388-49-4) + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → (1-{6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester (1256388-50-7)

Guidance literature:

6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carboxylic acid benzyl ester; With hydrogen bromide; acetic acid; In dichloromethane; at 20 ℃; for 3h;

N-methoxycarbonyl-L-valine; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.833333h;

Reference yield:

(S)-6-(5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane hydrochloride + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → (1-{6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester (1256388-50-7)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 ℃; for 12h;

upstream raw materials:

6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carboxylic acid benzyl ester

N-methoxycarbonyl-L-valine

2,7-dibromo-9,9-difluoro-9H-fluorene

2,7-dibromofluorene-9-one

Downstream raw materials:

methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate

3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF LEDIPASVIR". Page/Page column 12; 13. . Retrieved 2016/12/26.
• 2、 -. "METHODS FOR TREATING HCV". . . Retrieved 2013/10/22.