tert-Butyl allyl(prop-2-yn-1-yl)carbamate

Base Information

• Chemical Name: tert-Butyl allyl(prop-2-yn-1-yl)carbamate
• CAS No.: 147528-20-9
• Molecular Formula: C11H17NO2
• Molecular Weight: 195.261
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID50446272
• Nikkaji Number: J1.760.132F
• Wikidata: Q72502431
• Mol file: 147528-20-9.mol

Synonyms:tert-Butyl allyl(prop-2-yn-1-yl)carbamate;147528-20-9;2-Propenyl-2-propynylcarbamic acid tert-butyl ester;ALLYL-PROP-2-YNYL-CARBAMIC ACID TERT-BUTYL ESTER;tert-butyl N-prop-2-enyl-N-prop-2-ynylcarbamate;MFCD18432512;Carbamic acid, N-2-propen-1-yl-N-2-propyn-1-yl-, 1,1-dimethylethyl ester;tert-butyl allyl(prop-2-ynyl)carbamate;tert-Butylallyl(prop-2-yn-1-yl)carbamate;SCHEMBL4872179;DTXSID50446272;JJOBBHMBMRQQHU-UHFFFAOYSA-N;tert-butyl N-(prop-2-en-1-yl)-N-(prop-2-yn-1-yl)carbamate;XFA52820;AKOS015907722;SB33732;AS-38750;SY007721;CS-0266272;FT-0683053;EN300-142602;n-(tert-butoxycarbonyl)-n-allyl-3-amino-1-propyne

Chemical Property of tert-Butyl allyl(prop-2-yn-1-yl)carbamate

Chemical Property:

• Boiling Point: 245℃
• PKA: -1.82±0.70(Predicted)
• Flash Point: 102℃
• PSA: 29.54000
• Density: 0.977
• LogP: 2.04270
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 195.125928785
• Heavy Atom Count: 14
• Complexity: 254

Purity/Quality:

98%min ^*data from raw suppliers

tert-ButylAllyl(prop-2-yn-1-yl)carbamate ^*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(CC=C)CC#C

Technology Process of tert-Butyl allyl(prop-2-yn-1-yl)carbamate

There total 6 articles about tert-Butyl allyl(prop-2-yn-1-yl)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: 97.0%

allylpropargylamine (42268-68-8) + di-tert-butyl dicarbonate (24424-99-5) → N-(tert-butoxycarbonyl)-N-allyl-3-amino-1-propyne (147528-20-9)

Guidance literature:

In tetrahydrofuran; for 120h; Ambient temperature;

DOI:10.1016/S0040-4020(01)81870-6

Reference yield: 90.0%

N-tert-butoxycarbonylprop-2-en-1-amine (78888-18-3) → N-(tert-butoxycarbonyl)-N-allyl-3-amino-1-propyne (147528-20-9)

Guidance literature:

With KH; In propargyl bromide; N,N-dimethyl-formamide;

Reference yield: 87.0%

N-tert-butoxycarbonylprop-2-en-1-amine (78888-18-3) + propargyl bromide (106-96-7) → N-(tert-butoxycarbonyl)-N-allyl-3-amino-1-propyne (147528-20-9)

Guidance literature:

N-tert-butoxycarbonylprop-2-en-1-amine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at -10 - 0 ℃; for 0.5h;

propargyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

DOI:10.1002/ejoc.202000977

upstream raw materials:

allylpropargylamine

di-tert-butyl dicarbonate

N-tert-Butoxycarbonyl-1-amino-3-propyne

allyl bromide

Downstream raw materials:

(3aR,6aS)-tert-butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

Refernces

• 1、 Cheng, Soan,Tarby, Christine M.,Comer, Daniel D.,Williams, John P.,Caporale, Lynn H.,Myers, Peter L.,Boger, Dale L.. "A solution-phase strategy for the synthesis of chemical libraries containing small organic molecules: A universal and dipeptide mimetic template". . p. 727 - 737. Retrieved 1996.
• 2、 Yan, Fachao,Liang, Hanbing,Ai, Bing,Liang, Wenjing,Jiao, Luyang,Yao, Shuzhi,Zhao, Pingping,Liu, Qing,Dong, Yunhui,Liu, Hui. "Palladium-catalyzed intermolecular [4 + 2] formal cycloaddition with (Z)-3-iodo allylic nucleophiles and allenamides". . p. 2651 - 2656. Retrieved 2019/03/12.
• 3、 -. "West request acid bei geleg sandbank and intermediate preparation method". Paragraph 0051-0055. . Retrieved 2019/02/26.