tert-Butyl methyl(2-oxopropyl)carbamate

Base Information

• Chemical Name: tert-Butyl methyl(2-oxopropyl)carbamate
• CAS No.: 532410-39-2
• Molecular Formula: C9H17NO3
• Molecular Weight: 187.24
• European Community (EC) Number: 807-710-7
• DSSTox Substance ID: DTXSID001224766
• Nikkaji Number: J1.869.018G
• Mol file: 532410-39-2.mol

Synonyms:532410-39-2;tert-Butyl methyl(2-oxopropyl)carbamate;N-Boc-N-methyl-2-oxopropan-1-amine;tert-butyl N-methyl-N-(2-oxopropyl)carbamate;SCHEMBL256557;DTXSID001224766;tert-Butylmethyl(2-oxopropyl)carbamate;EN300-1167065;1,1-Dimethylethyl N-methyl-N-(2-oxopropyl)carbamate

Chemical Property of tert-Butyl methyl(2-oxopropyl)carbamate

Chemical Property:

• Boiling Point: 241.9±19.0 °C(Predicted)
• PKA: -1.63±0.70(Predicted)
• PSA: 46.61000
• Density: 1.012±0.06 g/cm3(Predicted)
• LogP: 1.44230
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 187.12084340
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

99.9% ^*data from raw suppliers

N-Boc,N-methylaminoacetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)CN(C)C(=O)OC(C)(C)C

Technology Process of tert-Butyl methyl(2-oxopropyl)carbamate

There total 5 articles about tert-Butyl methyl(2-oxopropyl)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: 99.0%

1-(benzyl(methyl)amino)propan-2-one (23982-57-2) + di-tert-butyl dicarbonate (24424-99-5) → 1-(tert-butoxycarbonyl(methyl)amino)propan-2-one (532410-39-2)

Guidance literature:

With palladium on carbon; hydrogen; In ethanol; at 40 ℃; for 1.5h; under 2585.81 Torr; Large scale;

Reference yield: 81.0%

Acetyl bromide (506-96-7) + tert-butyl N,N-dimethylcarbamate (7541-17-5) → 1-(tert-butoxycarbonyl(methyl)amino)propan-2-one (532410-39-2)

Guidance literature:

tert-butyl N,N-dimethylcarbamate; With sec.-butyllithium; (-)-sparteine; In tetrahydrofuran; at -78 ℃; for 1h;

With lithium chloride; In tetrahydrofuran; at -78 ℃; for 0.666667h;

Acetyl bromide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/S0040-4020(02)01526-0

Reference yield: 75.0%

methylmagnesium bromide (75-16-1) + tert-butyl N-[2-[methoxy(methyl)amino]-2-oxo-ethyl]-N-methyl-carbamate (140170-90-7) → 1-(tert-butoxycarbonyl(methyl)amino)propan-2-one (532410-39-2)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1021/jacs.1c09828

upstream raw materials:

Acetyl bromide

tert-butyl N,N-dimethylcarbamate

1-(benzyl(methyl)amino)propan-2-one

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl[(5-cyano-1-methyl-1Hpyrazol-3-yl)methyl]methylcarbamate

Refernces

• 1、 Gao, Xin,Turek-Herman, Joshua R.,Choi, Young Joo,Cohen, Ryan D.,Hyster, Todd K.. "Photoenzymatic Synthesis of α-Tertiary Amines by Engineered Flavin-Dependent "ene"-Reductases". . p. 19643 - 19647. Retrieved 2021/12/01.
• 2、 -. "MACROCYCLIC DERIVATIVES FOR THE TREATMENT OF PROLIFERATIVE DISEASES". Page/Page column 219. . Retrieved 2013/09/26.