benzyl 3-[1-(2-{[4-((E)-amino{[(benzyloxy)carbonyl]imino}methyl)benzyl]amino}-2-oxoethyl)-5-(isopropylamino)-6-oxo-1,6-dihydropyridin-2-yl]-5-nitrobenzoate

Base Information

• Chemical Name: benzyl 3-[1-(2-{[4-((E)-amino{[(benzyloxy)carbonyl]imino}methyl)benzyl]amino}-2-oxoethyl)-5-(isopropylamino)-6-oxo-1,6-dihydropyridin-2-yl]-5-nitrobenzoate
• CAS No.: 618398-67-7
• Molecular Formula: C₄₀H₃₈N₆O₈
• Molecular Weight: 730.777
• Mol file: 618398-67-7.mol

Synonyms:benzyl 3-[1-(2-{[4-((E)-amino{[(benzyloxy)carbonyl]imino}methyl)benzyl]amino}-2-oxoethyl)-5-(isopropylamino)-6-oxo-1,6-dihydropyridin-2-yl]-5-nitrobenzoate

Chemical Property of benzyl 3-[1-(2-{[4-((E)-amino{[(benzyloxy)carbonyl]imino}methyl)benzyl]amino}-2-oxoethyl)-5-(isopropylamino)-6-oxo-1,6-dihydropyridin-2-yl]-5-nitrobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 3-[1-(2-{[4-((E)-amino{[(benzyloxy)carbonyl]imino}methyl)benzyl]amino}-2-oxoethyl)-5-(isopropylamino)-6-oxo-1,6-dihydropyridin-2-yl]-5-nitrobenzoate

There total 18 articles about benzyl 3-[1-(2-{[4-((E)-amino{[(benzyloxy)carbonyl]imino}methyl)benzyl]amino}-2-oxoethyl)-5-(isopropylamino)-6-oxo-1,6-dihydropyridin-2-yl]-5-nitrobenzoate 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: 87.0%

benzyl amino[4-(aminomethyl)phenyl]methylenecarbamate + [6-{3-[(benzyloxy)carbonyl]-5-nitrophenyl}-3-(isopropylamino)-2-oxopyridin-1(2H)-yl]acetic acid (618398-57-5) → benzyl 3-[1-(2-{[4-((E)-amino{[(benzyloxy)carbonyl]imino}methyl)benzyl]amino}-2-oxoethyl)-5-(isopropylamino)-6-oxo-1,6-dihydropyridin-2-yl]-5-nitrobenzoate (618398-67-7)

Guidance literature:

With 4-methyl-morpholine; polystyrene-carbodiimide; benzotriazol-1-ol; In dichloromethane; N,N-dimethyl-formamide; for 13h;

DOI:10.1021/jm0301686

Reference yield: 87.0%

benzyl amino[4-(aminomethyl)phenyl]methylenecarbamate + [6-{3-[(benzyloxy)carbonyl]-5-nitrophenyl}-3-(isopropylamino)-2-oxopyridin-1(2H)-yl]acetic acid (618398-57-5) → benzyl 3-[1-(2-{[4-((E)-amino{[(benzyloxy)carbonyl]imino}methyl)benzyl]amino}-2-oxoethyl)-5-(isopropylamino)-6-oxo-1,6-dihydropyridin-2-yl]-5-nitrobenzoate (618398-67-7)

Guidance literature:

With 4-methyl-morpholine; polystyrene-carbodiimide; benzotriazol-1-ol; In dichloromethane; N,N-dimethyl-formamide; for 13h;

DOI:10.1016/S0040-4020(03)01239-0

Reference yield:

2,6-Dibromopyridine (626-05-1) → benzyl 3-[1-(2-{[4-((E)-amino{[(benzyloxy)carbonyl]imino}methyl)benzyl]amino}-2-oxoethyl)-5-(isopropylamino)-6-oxo-1,6-dihydropyridin-2-yl]-5-nitrobenzoate (618398-67-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: NO₂BF₄ / acetonitrile / Heating

2.1: 87 percent / Fe; glacial AcOH / 0.25 h / 80 °C

3.1: 84 percent / dioxane / 48 h / Heating

4.1: TiCl₄ / CH₂Cl₂ / 3 h / 20 °C

5.1: 5.7 g / NaCNBH₃ / CH₂Cl₂ / 14 h / 20 °C

6.1: 78 percent / BBr₃ / CH₂Cl₂ / 16 h / 20 °C

7.1: CaH₂ / tetrahydrofuran / 0.5 h / Heating

7.2: 66 percent / tetrahydrofuran / 18 h / Heating

8.1: 78 percent / Pd(PPh₃)4; Cs₂CO₃ / dioxane / 16 h / 80 °C

9.1: aq. HCl / dioxane / 22 h / 20 °C

10.1: 87 percent / polystyrene-carbodiimide; 1-hydroxybenzotriazole; N-methylmorpholine / CH₂Cl₂; dimethylformamide / 13 h

With 4-methyl-morpholine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; calcium hydride; nitronium tetrafluoborate; polystyrene-carbodiimide; boron tribromide; titanium tetrachloride; iron; sodium cyanoborohydride; benzotriazol-1-ol; caesium carbonate; acetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 8.1: Suzuki coupling;

DOI:10.1021/jm0301686

upstream raw materials:

[6-{3-[(benzyloxy)carbonyl]-5-nitrophenyl}-3-(isopropylamino)-2-oxopyridin-1(2H)-yl]acetic acid

2,6-Dibromopyridine

2,6-dibromo-3-aminopyridine

2,6-dibromo-3-nitropyridine