methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-4-{1-[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate

Base Information

• Chemical Name: methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-4-{1-[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate
• CAS No.: 174488-08-5
• Molecular Formula: C₂₀H₂₆N₆O₇
• Molecular Weight: 462.462
• Mol file: 174488-08-5.mol

Synonyms:methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-4-{1-[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate

Chemical Property of methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-4-{1-[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-4-{1-[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate

There total 1 articles about methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-4-{1-[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-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: 52.0%

methyl (2S)-2-(benzyloxycarbonylamino)-4-(tetrazol-5-yl)butyrate (65882-90-8) + methyl (2R)-2-[N-(bromoacetyl)amino]propanoate (145242-28-0) → methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-4-{1-[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate (174488-08-5) + methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-4-{2-[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jm991119p

Reference yield:

methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-4-{1-[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate (174488-08-5) → methyl (2S)-2-{4-[N-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]benzamido}-4-{1[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate (277758-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / H₂ / 10percent Pd/C / ethyl acetate; ethanol / 4 h / 24 °C

2: 42 percent / DEPC; Et₃N / dimethylformamide / 20 °C

With hydrogen; triethylamine; diethyl dicarbonate; 10percent Pd/C; In ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm991119p

Reference yield:

methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-4-{1-[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate (174488-08-5) → 4-{1-[(1-carboxy-ethylcarbamoyl)-methyl]-1H-tetrazol-5-yl}-2-{4-[(2-methyl-4-oxo-4,6,7,8-tetrahydro-3H-cyclopenta[g]quinazolin-6-yl)-prop-2-ynyl-amino]-benzoylamino}-butyric acid

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / H₂ / 10percent Pd/C / ethyl acetate; ethanol / 4 h / 24 °C

2: 42 percent / DEPC; Et₃N / dimethylformamide / 20 °C

3: 77 percent / aq. NaOH / methanol / 20 °C

With sodium hydroxide; hydrogen; triethylamine; diethyl dicarbonate; 10percent Pd/C; In methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm991119p

upstream raw materials:

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

methyl (2R)-2-[N-(bromoacetyl)amino]propanoate

Downstream raw materials:

methyl (2S)-2-{4-[N-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]benzamido}-4-{1[((1R)-1-(methoxycarbonyl)ethyl)carbamoylmethyl]tetrazol-5-yl}butyrate