TERT-BUTYL N-(2-FURYL)CARBAMATE

Base Information

• Chemical Name: TERT-BUTYL N-(2-FURYL)CARBAMATE
• CAS No.: 56267-47-1
• Molecular Formula: C9H13NO3
• Molecular Weight: 183.207
• Hs Code.: 2932190090
• Mol file: 56267-47-1.mol

Synonyms:Carbamicacid, 2-furanyl-, 1,1-dimethylethyl ester (9CI);2-(Boc-amino)furan;2-(tert-Butoxycarbonylamino)furan;NSC 250629;tert-Butyl 2-furylcarbamate;tert-Butyl N-(2-furyl)carbamate;tert-butyl furan-2-ylcarbamate;carbamic acid, N-2-furanyl-, 1,1-dimethylethyl ester;Furan-3-yl-carbamic acid tert-butyl ester;tert-Butyl N-(2-furyl)carbamate;

Chemical Property of TERT-BUTYL N-(2-FURYL)CARBAMATE

Chemical Property:

• Vapor Pressure: 0.251mmHg at 25°C
• Melting Point: 98 °C
• Refractive Index: 1.512
• Boiling Point: 205.3 °C at 760 mmHg
• Flash Point: 78 °C
• PSA: 51.47000
• Density: 1.136 g/cm³
• LogP: 2.69960
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl N-(2-furyl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 25-43-36
• Safety Statements: 24/25-45-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL N-(2-FURYL)CARBAMATE

There total 9 articles about TERT-BUTYL N-(2-FURYL)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: 96.0%

2-furanoic acid (88-14-2) + tert-butyl alcohol (75-65-0) → tert-butyl furan-2-ylcarbamate (56267-47-1)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; Reflux;

Reference yield: 83.0%

2-furancarbonyl chloride (527-69-5) + tert-butyl alcohol (75-65-0) → tert-butyl furan-2-ylcarbamate (56267-47-1)

Guidance literature:

2-furancarbonyl chloride; tert-butyl alcohol; With sodium azide; at 25 ℃; for 16h; Inert atmosphere;

for 15h; Reflux; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00417

Reference yield: 51.0%

C10H13NO5 → tert-butyl furan-2-ylcarbamate (56267-47-1)

Guidance literature:

With caesium carbonate; In acetonitrile; at 100 ℃; for 1h; Sealed tube;

DOI:10.1021/acs.joc.8b00970

upstream raw materials:

2-furanoic acid

tert-butyl alcohol

2-furancarbonyl chloride

2-furoyl azide

Downstream raw materials:

tert-butyl N-(3-phenylthio-3-butenyl)-N-(2-furyl)carbamate

tert-butyl 2-(3,4-dimethoxyphenyl)acetyl(furan-2-yl)carbamate

tert-butyl 2-(benzyloxy)acetyl(furan-2-yl)carbamate

tert-butyl 4-n-butyl-2-phenyl-1H-pyrrole-1-carboxylate

Refernces

• 1、 Montana, Angel M.,Barcia, Juan A.,Kociok-Koehn, Gabriele,Font-Bardia, Merce,Solans, Xavier. "Synthesis of 3-aminotropones from N-boc-protected furan-2-amine (=tert-butyl furan-2-ylcarbamate; Boc=(tert-butoxy)carbonyl) by cycloaddition reactions and subsequent rearrangement". . p. 187 - 208. Retrieved 2008.
• 2、 Li, Peihe,Ma, Nuannuan,Wang, Zheng,Dai, Qipu,Hu, Changwen. "Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates". . p. 8233 - 8240. Retrieved 2018/05/31.