methyl (2S)-2-(benzyloxycarbonylamino)-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate

Base Information

• Chemical Name: methyl (2S)-2-(benzyloxycarbonylamino)-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate
• CAS No.: 174487-85-5
• Molecular Formula: C₁₇H₂₁N₅O₆
• Molecular Weight: 391.384
• Mol file: 174487-85-5.mol

Synonyms:methyl (2S)-2-(benzyloxycarbonylamino)-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate

Chemical Property of methyl (2S)-2-(benzyloxycarbonylamino)-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-2-(benzyloxycarbonylamino)-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate

There total 1 articles about methyl (2S)-2-(benzyloxycarbonylamino)-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate 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: 30.0%

bromoacetic acid methyl ester (96-32-2) + methyl (2S)-2-(benzyloxycarbonylamino)-4-(tetrazol-5-yl)butyrate (65882-90-8) → methyl (2S)-2-(benzyloxycarbonylamino)-4-(1-methoxycarbonylmethyltetrazol-5-yl)butyrate (174487-86-6) + methyl (2S)-2-(benzyloxycarbonylamino)-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate (174487-85-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0040-4020(97)00851-X

Reference yield:

methyl (2S)-2-(benzyloxycarbonylamino)-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate (174487-85-5) → methyl (2S)-2-[4-[N-[(3,4-dihydro-2,7-dimethyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]-2-fluorobenzamido]-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate (197223-66-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / hydrogen / Pd/C / ethyl acetate / 15 h / 20 °C

2: 58 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 2.2 h / 0 - 20 °C

With diethyl cyanophosphonate; hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Condensation;

DOI:10.1016/S0040-4020(97)00851-X

Reference yield:

methyl (2S)-2-(benzyloxycarbonylamino)-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate (174487-85-5) → (2S)-2-[4-[N-[(3,4-dihydro-2,7-dimethyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]-2-fluorobenzamido]-4-(2-carboxymethyltetrazol-5-yl)butyric acid

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / hydrogen / Pd/C / ethyl acetate / 15 h / 20 °C

2: 58 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 2.2 h / 0 - 20 °C

3: 78 percent / aq. NaOH / methanol; H₂O / 3 h / 20 °C

With sodium hydroxide; diethyl cyanophosphonate; hydrogen; triethylamine; palladium on activated charcoal; In methanol; water; ethyl acetate; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Condensation / 3: Hydrolysis;

DOI:10.1016/S0040-4020(97)00851-X

upstream raw materials:

bromoacetic acid methyl ester

methyl (2S)-2-(benzyloxycarbonylamino)-4-(tetrazol-5-yl)butyrate

Downstream raw materials:

methyl (2S)-2-[4-[N-[(3,4-dihydro-2,7-dimethyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]-2-fluorobenzamido]-4-(2-methoxycarbonylmethyltetrazol-5-yl)butyrate