2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid

Base Information

• Chemical Name: 2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid
• CAS No.: 596803-03-1
• Molecular Formula: C₃₆H₃₂F₂N₅O₈P
• Molecular Weight: 731.649
• Mol file: 596803-03-1.mol

Synonyms:2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid

Chemical Property of 2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid

There total 11 articles about 2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-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: 89.0%

2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid tert-butyl ester (524940-48-5) → 2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid (596803-03-1)

Guidance literature:

With trifluoroacetic acid; at 20 ℃;

DOI:10.1016/S0960-894X(02)00680-7

Reference yield:

3-methoxy-4-nitrobenzoic acid (5081-36-7) → 2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid (596803-03-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 82 percent / H₂O / 100 °C

2: 78 percent / toluene / 80 °C

3: 87 percent / H₂; acetic acid / Pd/C / methanol

4: 63 percent / 150 °C

5: 80 percent / (PhSO₂)2NF / methanol / 70 °C

6: 60 percent / aq. LiOH / methanol / 90 °C

7: 62 percent / PyBop; DIPEA / dimethylformamide / 20 °C

8: 89 percent / TFA / 20 °C

With lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; acetic acid; N-fluorobis(benzenesulfon)imide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0960-894X(02)00680-7

Reference yield:

3-methylamino-4-nitro-benzoic acid (214778-10-6) → 2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid (596803-03-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 78 percent / toluene / 80 °C

2: 87 percent / H₂; acetic acid / Pd/C / methanol

3: 63 percent / 150 °C

4: 80 percent / (PhSO₂)2NF / methanol / 70 °C

5: 60 percent / aq. LiOH / methanol / 90 °C

6: 62 percent / PyBop; DIPEA / dimethylformamide / 20 °C

7: 89 percent / TFA / 20 °C

With lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; acetic acid; N-fluorobis(benzenesulfon)imide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0960-894X(02)00680-7

upstream raw materials:

2-({6-[2-(bis-benzyloxy-phosphoryl)-1-methoxycarbonyl-ethylcarbamoyl]-1H-benzoimidazol-2-yl}-difluoro-methyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid tert-butyl ester

3-methoxy-4-nitrobenzoic acid

3-methylamino-4-nitro-benzoic acid

4-amino-3-methylamino-benzoic acid tert-butyl ester

Downstream raw materials:

3-(bis-benzyloxy-phosphoryl)-2-({2-[(6-{2-(bis-benzyloxy-phosphoryl)-1-[2-(bis-benzyloxy-phosphoryl)-1-carboxy-ethylcarbamoyl]-ethylcarbamoyl}-1-methyl-1H-benzoimidazol-2-yl)-difluoro-methyl]-3H-benzoimidazole-5-carbonyl}-amino)-propionic acid

C₇₁H₇₀F₂N₇O₁₆P₃