tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl][(2E)-3-phenylprop-2-enoyl]amino}butyl}carbamate

Base Information

• Chemical Name: tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl][(2E)-3-phenylprop-2-enoyl]amino}butyl}carbamate
• CAS No.: 770722-40-2
• Molecular Formula: C₂₉H₃₅N₃O₅
• Molecular Weight: 505.614
• Mol file: 770722-40-2.mol

Synonyms:tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl][(2E)-3-phenylprop-2-enoyl]amino}butyl}carbamate

Chemical Property of tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl][(2E)-3-phenylprop-2-enoyl]amino}butyl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl][(2E)-3-phenylprop-2-enoyl]amino}butyl}carbamate

There total 4 articles about tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl][(2E)-3-phenylprop-2-enoyl]amino}butyl}carbamate 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: 55.0%

Cinnamoyl chloride (102-92-1,17082-09-6) + tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]amino}butyl}carbamate (191277-07-3) → tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl][(2E)-3-phenylprop-2-enoyl]amino}butyl}carbamate (770722-40-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 23 ℃; for 6h;

DOI:10.1002/hlca.200490129

Reference yield:

1-amino-4-[(tert-butyloxycarbonyl)amino]butane (68076-36-8) → tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl][(2E)-3-phenylprop-2-enoyl]amino}butyl}carbamate (770722-40-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: methanol / 0.75 h / 23 °C

1.2: 95 percent / NaBH₄ / methanol / 17 h / 23 °C

2.1: 78 percent / K₂CO₃ / acetonitrile / 23 h / 70 °C

3.1: 100 percent / H₂ / Pd/C / ethanol / 19 h / 23 °C

4.1: 55 percent / Et₃N; DMAP / CH₂Cl₂ / 6 h / 23 °C

With dmap; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetonitrile;

DOI:10.1002/hlca.200490129

Reference yield:

N(1)-benzyl-N(4)-(tert-butyloxycarbonyl)-1,4-diaminobutane (90914-09-3) → tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl][(2E)-3-phenylprop-2-enoyl]amino}butyl}carbamate (770722-40-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / K₂CO₃ / acetonitrile / 23 h / 70 °C

2: 100 percent / H₂ / Pd/C / ethanol / 19 h / 23 °C

3: 55 percent / Et₃N; DMAP / CH₂Cl₂ / 6 h / 23 °C

With dmap; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; acetonitrile;

DOI:10.1002/hlca.200490129

upstream raw materials:

Cinnamoyl chloride

tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]amino}butyl}carbamate

1-amino-4-[(tert-butyloxycarbonyl)amino]butane

N⁽¹⁾-benzyl-N⁽⁴⁾-(tert-butyloxycarbonyl)-1,4-diaminobutane

Downstream raw materials:

(2E)-N-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-N-[4-(formylamino)butyl]-3-phenylprop-2-enamide

(2E)-N-(3-aminopropyl)-N-[4-(formylamino)butyl]-3-phenylprop-2-enamide