tert-butyl N-[4-(3-phenyl-prop-2-enoylamino)-butyl]carbamate

Base Information

• Chemical Name: tert-butyl N-[4-(3-phenyl-prop-2-enoylamino)-butyl]carbamate
• CAS No.: 474642-05-2
• Molecular Formula: C₁₈H₂₆N₂O₃
• Molecular Weight: 318.416
• Mol file: 474642-05-2.mol

Synonyms:tert-butyl N-[4-(3-phenyl-prop-2-enoylamino)-butyl]carbamate

Chemical Property of tert-butyl N-[4-(3-phenyl-prop-2-enoylamino)-butyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-[4-(3-phenyl-prop-2-enoylamino)-butyl]carbamate

There total 2 articles about tert-butyl N-[4-(3-phenyl-prop-2-enoylamino)-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: 93.0%

1-amino-4-[(tert-butyloxycarbonyl)amino]butane (68076-36-8) + Cinnamoyl chloride (102-92-1,17082-09-6) → tert-butyl N-[4-(3-phenyl-prop-2-enoylamino)-butyl]carbamate (474642-05-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h; Cooling with ice;

Reference yield: 82.0%

(E)-3-phenylacrylic acid (140-10-3) + 1-amino-4-[(tert-butyloxycarbonyl)amino]butane (68076-36-8) → tert-butyl N-[4-(3-phenyl-prop-2-enoylamino)-butyl]carbamate (474642-05-2)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; chloroform; at 0 - 20 ℃; for 19.5h; Inert atmosphere;

DOI:10.3762/bjoc.10.9

Reference yield:

tert-butyl N-[4-(3-phenyl-prop-2-enoylamino)-butyl]carbamate (474642-05-2) → (E)-N-(4-cinnamamidobutyl)-2-methylbut-2-enamide

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / aq. HCl / ethanol / 3 h / 40 °C

2: 77 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH₂Cl₂ / 12 h / 20 °C

With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane;

DOI:10.1016/S0040-4020(02)00751-2

upstream raw materials:

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

Cinnamoyl chloride

(E)-3-phenylacrylic acid

Downstream raw materials:

N-[4-(3-phenyl-prop-2-enoylamino)butyl]benzamide

N-(4-(3-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butyl)cinnamamide