N-(Methoxycarbonyl)-L-tert-leucine N2-[2(S)-hydroxy-3(S)-[N-(methoxycarbonyl)-L-tert-leucylamino]-4-phenylbutyl]-N2-[4-(2-methyl-5-tetrazolyl)benzyl]hydrazide

Base Information

• Chemical Name: N-(Methoxycarbonyl)-L-tert-leucine N2-[2(S)-hydroxy-3(S)-[N-(methoxycarbonyl)-L-tert-leucylamino]-4-phenylbutyl]-N2-[4-(2-methyl-5-tetrazolyl)benzyl]hydrazide
• CAS No.: 198904-13-1
• Molecular Formula: C35H51N9O7
• Molecular Weight: 709.8355
• Mol file: 198904-13-1.mol

Synonyms:

Chemical Property of N-(Methoxycarbonyl)-L-tert-leucine N2-[2(S)-hydroxy-3(S)-[N-(methoxycarbonyl)-L-tert-leucylamino]-4-phenylbutyl]-N2-[4-(2-methyl-5-tetrazolyl)benzyl]hydrazide

Chemical Property:

• Density: 1.25g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(Methoxycarbonyl)-L-tert-leucine N2-[2(S)-hydroxy-3(S)-[N-(methoxycarbonyl)-L-tert-leucylamino]-4-phenylbutyl]-N2-[4-(2-methyl-5-tetrazolyl)benzyl]hydrazide

There total 9 articles about N-(Methoxycarbonyl)-L-tert-leucine N2-[2(S)-hydroxy-3(S)-[N-(methoxycarbonyl)-L-tert-leucylamino]-4-phenylbutyl]-N2-[4-(2-methyl-5-tetrazolyl)benzyl]hydrazide 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:

Cs2 CO3 + 1-[4-(tetrazol-5-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-bis[N-(N-methoxycarbonyl-(L)-tert-leucyl)amino]-6-phenyl-2-azahexane (198904-12-0) + 1-[4-(1-methyl-1H-tetrazol-5-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-bis[N-(N-methoxycarbonyl-(L)-tert-leucyl)amino]-6-phenyl-2-azahexane (198905-17-8) + methyl iodide (74-88-4) → CGP 75176 (198904-13-1)

Guidance literature:

In 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

4-(2-methyl-2H-tetrazol-5-yl)-benzaldehyde (38446-81-0) → CGP 75176 (198904-13-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 51 percent / ethanol / 4 h / Heating

2: 1.) NaCNBH₃, p-TsOH, 2.) aq. K₂B₄O₇ / 1.) THF, 2 h, 2.) MeOH, THF, RT, overnight

3: 78 percent / propan-2-ol / 16 h / Heating

4: 100 percent / aq. HCl / tetrahydrofuran / 8 h / 50 °C

5: 1.) O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate, N-ethyldiisopropylamine / 1.) DMF, 0 deg C, 20 min, 2.) DMF, overnight

With hydrogenchloride; potassium tetraborate; sodium cyanoborohydride; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; isopropyl alcohol;

DOI:10.1021/jm970873c

Reference yield:

L-tert-Leucine (20859-02-3) → CGP 75176 (198904-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / 2N aq. NaOH / dioxane / 18 h / 60 °C

2: 1.) O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate, N-ethyldiisopropylamine / 1.) DMF, 0 deg C, 20 min, 2.) DMF, overnight

With sodium hydroxide; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane;

DOI:10.1021/jm970873c

upstream raw materials:

(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

4-(2-methyl-2H-tetrazol-5-yl)-benzaldehyde

L-tert-Leucine

4-cyanobenzaldehyde

Refernces

• 1、 -. "ANTIVIRALLY ACTIVE HETEROCYCLIC AZAHEXANE DERIVATIVES". . . Retrieved 2008/06/13.