methyl [(1S,4S,5S,10S)-4-benzyl-5-hydroxy-1,10-bis(1-methylethyl)-2,9,12-trioxo-7-(4-pyridin-2-ylbenzyl)-13-oxa-3,7,8,11-tetraazatetradec-1-yl]carbamate (non-preferred name)

Base Information

• Chemical Name: methyl [(1S,4S,5S,10S)-4-benzyl-5-hydroxy-1,10-bis(1-methylethyl)-2,9,12-trioxo-7-(4-pyridin-2-ylbenzyl)-13-oxa-3,7,8,11-tetraazatetradec-1-yl]carbamate (non-preferred name)
• CAS No.: 198904-22-2
• Molecular Formula: C36H48N6O7
• Molecular Weight: 676.8023
• Mol file: 198904-22-2.mol

Synonyms:

Chemical Property of methyl [(1S,4S,5S,10S)-4-benzyl-5-hydroxy-1,10-bis(1-methylethyl)-2,9,12-trioxo-7-(4-pyridin-2-ylbenzyl)-13-oxa-3,7,8,11-tetraazatetradec-1-yl]carbamate (non-preferred name)

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.196g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl [(1S,4S,5S,10S)-4-benzyl-5-hydroxy-1,10-bis(1-methylethyl)-2,9,12-trioxo-7-(4-pyridin-2-ylbenzyl)-13-oxa-3,7,8,11-tetraazatetradec-1-yl]carbamate (non-preferred name)

There total 8 articles about methyl [(1S,4S,5S,10S)-4-benzyl-5-hydroxy-1,10-bis(1-methylethyl)-2,9,12-trioxo-7-(4-pyridin-2-ylbenzyl)-13-oxa-3,7,8,11-tetraazatetradec-1-yl]carbamate (non-preferred name) 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:

1-[4-(pyridin-2-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-diamino-6-phenyl-2-azahexane hydrochloride (1313358-78-9,198904-87-9) + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → 1-[4-(Pyridin-2-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-bis[N-(N-methoxycarbonyl-(L)-valyl)amino]-6-phenyl-2-azahexane (198904-22-2)

Guidance literature:

With triethanolamine; benzotriazol-1-ol; 1,2-dichloro-ethane; In methanol; dichloromethane; sodium carbonate; N,N-dimethyl-formamide;

Reference yield:

4-(2'-pyridyl)benzaldehyde (127406-56-8) → 1-[4-(Pyridin-2-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-bis[N-(N-methoxycarbonyl-(L)-valyl)amino]-6-phenyl-2-azahexane (198904-22-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / ethanol / 4 h / Heating

2: 89 percent / H₂ / 10percent Pd/C / methanol

3: 69 percent / propan-2-ol / 16 h / Heating

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

5: 1.) N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride, 1-hydroxybenzotriazole, Et₃N / 1.) DMF, 0 deg C, 20 min, 2.) DMF, RT, overnight

With hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; isopropyl alcohol;

DOI:10.1021/jm970873c

Reference yield:

1,1-dimethoxy-1-(4-bromophenyl)methane (24856-58-4) → 1-[4-(Pyridin-2-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-bis[N-(N-methoxycarbonyl-(L)-valyl)amino]-6-phenyl-2-azahexane (198904-22-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) Mg, I₂, 2.) <1,3-bis(diphenylphosphino)propane>nickel(II) chloride, diisobutylaluminum hydride, 3.) aq. HCl

2: 93 percent / ethanol / 4 h / Heating

3: 89 percent / H₂ / 10percent Pd/C / methanol

4: 69 percent / propan-2-ol / 16 h / Heating

5: 100 percent / aq. HCl / tetrahydrofuran / 4 h / 50 °C

6: 1.) N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride, 1-hydroxybenzotriazole, Et₃N / 1.) DMF, 0 deg C, 20 min, 2.) DMF, RT, overnight

With hydrogenchloride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); hydrogen; iodine; diisobutylaluminium hydride; benzotriazol-1-ol; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; isopropyl alcohol;

DOI:10.1021/jm970873c

upstream raw materials:

N-methoxycarbonyl-L-valine

1-[4-(pyridin-2-yl)phenyl]-4(S)-hydroxy-5(S)-2,5-diamino-6-phenyl-2-azahexane trihydrochloride

2-bromo-pyridine

4-(2'-pyridyl)benzaldehyde

Refernces

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