Carbamic acid, 4,6-heptadienyl-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, 4,6-heptadienyl-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 222624-10-4
• Molecular Formula: C₁₂H₂₁NO₂
• Molecular Weight: 211.304
• Mol file: 222624-10-4.mol

Synonyms:Carbamic acid, 4,6-heptadienyl-, 1,1-dimethylethyl ester (9CI)

Chemical Property of Carbamic acid, 4,6-heptadienyl-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, 4,6-heptadienyl-, 1,1-dimethylethyl ester (9CI)

There total 4 articles about Carbamic acid, 4,6-heptadienyl-, 1,1-dimethylethyl ester (9CI) 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: 24.0%

N-[(1,1-dimethylethoxy)carbonyl]-2-(2-propen-1-yl)pyrrolidine (146337-04-4,144688-83-5) → tert-butyl hepta-4,6-dienylcarbamate (222624-10-4) + 2-allyl-5-tributylstannanyl-pyrrolidine-1-carboxylic acid tert-butyl ester (222624-02-4) + 2-(3-tributylstannanyl-propenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:

With tributyltin chloride; sec.-butyllithium; (-)-sparteine; In diethyl ether; 1.) -78 deg C, 6 h; 2.) -78 deg C up to r.t.;

DOI:10.1016/S0040-4039(99)00018-0

Reference yield:

tert-butyl pyrrolidine-1-carboxylate (86953-79-9) → tert-butyl hepta-4,6-dienylcarbamate (222624-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / sec-butyllithium, TMEDA / diethyl ether / -78 °C

2: 24 percent / 1.) s-butyllithium, (-)-sparteine; 2.) Bu₃SnCl / diethyl ether / 1.) -78 deg C, 6 h; 2.) -78 deg C up to r.t.

With N,N,N,N,-tetramethylethylenediamine; tributyltin chloride; sec.-butyllithium; (-)-sparteine; In diethyl ether;

DOI:10.1016/S0040-4039(99)00018-0

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + hepta-4,6-dien-1-amine (1314046-57-5) → tert-butyl hepta-4,6-dienylcarbamate (1569069-47-1,222624-10-4) + tert-butyl hepta-4,6-dienylcarbamate (1569069-44-8,222624-10-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Overall yield = 60 %; Overall yield = 0.146 g; Inert atmosphere;

DOI:10.1002/anie.201305766

upstream raw materials:

N-[(1,1-dimethylethoxy)carbonyl]-2-(2-propen-1-yl)pyrrolidine

tert-butyl pyrrolidine-1-carboxylate

di-tert-butyl dicarbonate

hepta-4,6-dien-1-amine