tert-Butyl (1-cyclobutyl-3-oxopropan-2-yl)carbamate

Base Information

• Chemical Name: tert-Butyl (1-cyclobutyl-3-oxopropan-2-yl)carbamate
• CAS No.: 394735-19-4
• Molecular Formula: C12H21NO3
• Molecular Weight: 227.304
• Hs Code.: 2924299090
• European Community (EC) Number: 609-696-6
• DSSTox Substance ID: DTXSID70468890
• Mol file: 394735-19-4.mol

Synonyms:394735-19-4;tert-Butyl (1-cyclobutyl-3-oxopropan-2-yl)carbamate;tert-butyl N-(1-cyclobutyl-3-oxopropan-2-yl)carbamate;tert-Butyl 1-cyclobutyl-3-oxopropan-2-ylcarbamate;tert-Butyl(1-cyclobutyl-3-oxopropan-2-yl)carbamate;SCHEMBL3666041;DTXSID70468890;CS-M1246;MFCD22124609;AKOS016007075;AS-41927;EN300-222943;A912832;t-Butyl (1-cyclobutyl-3-oxopropan-2-yl)carbamate;Z1505692013

Chemical Property of tert-Butyl (1-cyclobutyl-3-oxopropan-2-yl)carbamate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 329.012oC at 760 mmHg
• Flash Point: 152.781oC
• PSA: 58.89000
• Density: 1.044g/cm3
• LogP: 2.47320
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 227.15214353
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

≥95% ^*data from raw suppliers

tert-Butyl(1-Cyclobutyl-3-oxopropan-2-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)NC(CC1CCC1)C=O

Technology Process of tert-Butyl (1-cyclobutyl-3-oxopropan-2-yl)carbamate

There total 9 articles about tert-Butyl (1-cyclobutyl-3-oxopropan-2-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: 91.4%

SCH 503034D (816429-99-9) → (2-cyclobutyl-1-formylethyl)carbamic acid tert-butyl ester (394735-19-4)

Guidance literature:

SCH 503034D; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide; In dichloromethane; water; at -4 ℃; for 0.166667h;

With sodium hypochlorite; In dichloromethane; water; at -5 - 0 ℃; for 2.33333h;

Reference yield:

tert-butyl 3-cyclobutyl-1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate (394735-18-3) → (2-cyclobutyl-1-formylethyl)carbamic acid tert-butyl ester (394735-19-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2005.12.046

Reference yield:

C14H26N2O3 → (2-cyclobutyl-1-formylethyl)carbamic acid tert-butyl ester (394735-19-4)

Guidance literature:

C₁₄H₂₆N₂O₃; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

With potassium hydrogensulfate; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

upstream raw materials:

tert-butyl 3-cyclobutyl-1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate

2-(tert-butoxycarbonylamino)-3-cyclobutylpropanoic acid

ethyl 2-amino-3-cyclobutylpropanoate

ethyl 2-(tert-butoxycarbonylamino)-3-cyclobutylpropanoate

Downstream raw materials:

(2-cyano-1-cyclobutylmethyl-2-hydroxyethyl)carbamic acid tert-butyl ester

boceprevir

tert-butyl 4-amino-1-cyclobutyl-3-hydroxy-4-oxobutan-2-ylcarbamate

3-amino-4-cyclobutyl-2-hydroxybutanamide hydrochloride

Refernces

• 1、 Ren, Sumei,Royster, Pernilla,Lavey, Carolee,Hesk, David,McNamara, Paul,Koharski, David,Truong, Van,Borges, Scott. "Synthesis of [14C]boceprevir, [13C 3]boceprevir, and [D9]boceprevir, a hepatitis C virus protease inhibitor". experimental part. p. 108 - 114. Retrieved 2012/07/17.
• 2、 -. "PROCESS FOR THE SYNTHESIS OF 3-AMINO-3-CYCLOBUTYLMETHYL-2-HYDROXYPROPIONAMIDE OR SALTS THEREOF". Page/Page column 11; 20-21. . Retrieved 2009/08/14.