tert-Butyl but-3-en-1-yl(methyl)carbamate

Base Information

• Chemical Name: tert-Butyl but-3-en-1-yl(methyl)carbamate
• CAS No.: 312728-28-2
• Molecular Formula: C10H19NO2
• Molecular Weight: 185.26
• European Community (EC) Number: 886-103-9
• Nikkaji Number: J2.026.287G
• Mol file: 312728-28-2.mol

Synonyms:312728-28-2;tert-Butyl but-3-en-1-yl(methyl)carbamate;tert-butyl N-(but-3-en-1-yl)-N-methylcarbamate;tert-butyl N-but-3-enyl-N-methylcarbamate;tert-butyl but-3-enyl(methyl)carbamate;N-methyl-N-(tert-butoxycarbonyl)-3-buten-1-amine;SCHEMBL361154;MZYNQTOPYXEUDX-UHFFFAOYSA-N;AKOS030625226;DA-17752;tert-Butylbut-3-en-1-yl(methyl)carbamate;EN300-142153;F87882

Chemical Property of tert-Butyl but-3-en-1-yl(methyl)carbamate

Chemical Property:

• Boiling Point: None °C
• PSA: 29.54000
• LogP: 2.42940
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 185.141578849
• Heavy Atom Count: 13
• Complexity: 182

Purity/Quality:

95+% ^*data from raw suppliers

tert-butylN-(but-3-en-1-yl)-N-methylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(C)CCC=C

Technology Process of tert-Butyl but-3-en-1-yl(methyl)carbamate

There total 5 articles about tert-Butyl but-3-en-1-yl(methyl)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: 98.0%

methyl iodide (74-88-4) + tert-butyl N-but-3-enylcarbamate (156731-40-7) → carbamic acid, N-methyl-N-(3-butenyl), 1,1-dimethylethyl ester (312728-28-2)

Guidance literature:

tert-butyl N-but-3-enylcarbamate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; mineral oil; Inert atmosphere; Reflux;

Reference yield: 81.0%

tert-butyl N,N-dimethylcarbamate (7541-17-5) + allyl diphenyl phosphate (19206-69-0) → carbamic acid, N-methyl-N-(3-butenyl), 1,1-dimethylethyl ester (312728-28-2)

Guidance literature:

tert-butyl N,N-dimethylcarbamate; With sec.-butyllithium; (-)-sparteine; In tetrahydrofuran; at -78 ℃; for 0.75h;

With lithium chloride; In tetrahydrofuran; at -78 ℃; for 0.75h;

allyl diphenyl phosphate; In tetrahydrofuran; at -78 - 25 ℃;

DOI:10.1021/ol0364576

Reference yield: 76.2%

di-tert-butyl dicarbonate (24424-99-5) + N-methyl-3-butenylamine (38369-88-9) → carbamic acid, N-methyl-N-(3-butenyl), 1,1-dimethylethyl ester (312728-28-2)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/S0014-2999(00)00807-4

upstream raw materials:

tert-butyl N,N-dimethylcarbamate

allyl diphenyl phosphate

di-tert-butyl dicarbonate

N-methyl-3-butenylamine

Downstream raw materials:

TC-2559

Refernces

• 1、 -. "NEW BICYCLIC DERIVATIVES HAVING BETA2 ADRENERGIC AGONIST AND M3 MUSCARINIC ANTAGONIST ACTIVITIES". Page/Page column 102. . Retrieved 2016/04/20.
• 2、 Breining, Scott R.,Bencherif, Merouane,Grady, Sharon R.,Whiteaker, Paul,Marks, Michael J.,Wageman, Charles R.,Lester, Henry A.,Yohannes, Daniel. "Evaluation of structurally diverse neuronal nicotinic receptor ligands for selectivity at the α6* subtype". scheme or table. p. 4359 - 4363. Retrieved 2010/04/05.