(1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-3,7-dicarboxylic acid 3-(benzyloxy)amide 7-((biphenyl-4-yl)methyl)amide

Base Information

• Chemical Name: (1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-3,7-dicarboxylic acid 3-(benzyloxy)amide 7-((biphenyl-4-yl)methyl)amide
• CAS No.: 914076-05-4
• Molecular Formula: C₂₇H₂₇N₃O₅
• Molecular Weight: 473.528
• Mol file: 914076-05-4.mol

Synonyms:(1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-3,7-dicarboxylic acid 3-(benzyloxy)amide 7-((biphenyl-4-yl)methyl)amide

Chemical Property of (1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-3,7-dicarboxylic acid 3-(benzyloxy)amide 7-((biphenyl-4-yl)methyl)amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-3,7-dicarboxylic acid 3-(benzyloxy)amide 7-((biphenyl-4-yl)methyl)amide

There total 4 articles about (1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-3,7-dicarboxylic acid 3-(benzyloxy)amide 7-((biphenyl-4-yl)methyl)amide 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: 60.0%

(1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-7-carboxylic acid ((biphenyl-4-yl)methyl)amide (914076-04-3) + N-benzyloxyamine (622-33-3) + 1,1'-carbonyldiimidazole (530-62-1) → (1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-3,7-dicarboxylic acid 3-(benzyloxy)amide 7-((biphenyl-4-yl)methyl)amide (914076-05-4)

Guidance literature:

N-benzyloxyamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 25 ℃; for 0.5h;

(1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-7-carboxylic acid ((biphenyl-4-yl)methyl)amide; In tetrahydrofuran; at 25 ℃; for 12h; Further stages.;

DOI:10.1016/j.bmc.2006.07.028

Reference yield:

(1S,5S,7R)-3-benzyl-3-aza-6,8-dioxabicyclo[3.2.1]octane-7-carboxylic acid ((biphenyl-4-yl)methyl)amide (914076-03-2) → (1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-3,7-dicarboxylic acid 3-(benzyloxy)amide 7-((biphenyl-4-yl)methyl)amide (914076-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 64 percent / ammonium formate / Pd/C / methanol / 2 h / Heating

2.1: tetrahydrofuran / 0.5 h / 25 °C

2.2: 60 percent / tetrahydrofuran / 12 h / 25 °C

With ammonium formate; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmc.2006.07.028

Reference yield:

N-(4-phenyl)benzylamine (712-76-5) → (1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-3,7-dicarboxylic acid 3-(benzyloxy)amide 7-((biphenyl-4-yl)methyl)amide (914076-05-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 93 percent / 12 h / 60 °C

2.1: 64 percent / ammonium formate / Pd/C / methanol / 2 h / Heating

3.1: tetrahydrofuran / 0.5 h / 25 °C

3.2: 60 percent / tetrahydrofuran / 12 h / 25 °C

With ammonium formate; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmc.2006.07.028

upstream raw materials:

(1S,5S,7R)-3-aza-6,8-dioxabicyclo[3.2.1]octane-7-carboxylic acid ((biphenyl-4-yl)methyl)amide

N-benzyloxyamine

1,1'-carbonyldiimidazole

(1S,5S,7R)-3-benzyl-3-aza-6,8-dioxabicyclo[3.2.1]octane-7-carboxylic acid ((biphenyl-4-yl)methyl)amide