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

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 tert-butyl ester
• CAS No.: 524940-48-5
• Molecular Formula: C₄₀H₄₀F₂N₅O₈P
• Molecular Weight: 787.757
• Mol file: 524940-48-5.mol

Synonyms: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

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 tert-butyl ester

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 tert-butyl ester

There total 9 articles about 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 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: 62.0%

2-amino-3-(bis-benzyloxy-phosphoryl)-propionic acid methyl ester (160515-05-9) + 2-[(6-Carboxy-1H-benzoimidazol-2-yl)-difluoro-methyl]-3-methyl-3H-benzoimidazole-5-carboxylic acid tert-butyl ester (596802-96-9) → 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)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; 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 tert-butyl ester (524940-48-5)

Guidance literature:

Multi-step reaction with 7 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

With lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; acetic acid; N-fluorobis(benzenesulfon)imide; N-ethyl-N,N-diisopropylamine; 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 tert-butyl ester (524940-48-5)

Guidance literature:

Multi-step reaction with 6 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

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

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

upstream raw materials:

2-amino-3-(bis-benzyloxy-phosphoryl)-propionic acid methyl ester

2-[(6-Carboxy-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

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

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