2-Bromo-N,N-dimethylacetamide

Base Information

• Chemical Name: 2-Bromo-N,N-dimethylacetamide
• CAS No.: 5468-77-9
• Molecular Formula: C4H8BrNO
• Molecular Weight: 166.018
• Hs Code.: 2924199090
• Mol file: 5468-77-9.mol

Synonyms:2-bromo-N,N-dimethylacetamide;

Chemical Property of 2-Bromo-N,N-dimethylacetamide

Chemical Property:

• Vapor Pressure: 0.402mmHg at 25°C
• Melting Point: 72-73 °C(Solv: toluene (108-88-3))
• Boiling Point: 190.4°Cat760mmHg
• PKA: -1.04±0.70(Predicted)
• Flash Point: 68.9°C
• PSA: 20.31000
• Density: 1.48g/cm³
• LogP: 0.46950
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-n,n-dimethylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Bromo-N,N-dimethylacetamide

There total 1 articles about 2-Bromo-N,N-dimethylacetamide 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:

→ [1R-[1α(Z),2β,3β,5α]]-(+)-2-(Dimethylamino)-2-oxoethyl 7-[5-[[(1,1'-Biphenyl)-4-yl]methoxy]-3-hydroxy-2-(4-morpholinyl)cyclopentyl]-4-heptenoate + 2-bromo-N,N-dimethylethanamide (5468-77-9)

Guidance literature:

Reference yield: 98.0%

2-bromo-N,N-dimethylethanamide (5468-77-9) + pyrazolo[1,5-a]pyrimidine-3-carboxylic acid [3-(5-chloro-2-difluoromethoxyphenyl)-1H-pyrazol-4-yl]amide → N-(3-(5-chloro-2-(difluoromethoxy)phenyl)-1-(2-(dimethylamino)-2-oxoethyl)-1H-pyrazol-4-yl)pyrazolo-[1,5-a]pyrimidine-3-carboxamide

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.5h;

Reference yield: 93.0%

2-bromo-N,N-dimethylethanamide (5468-77-9) + 2-methyl-1-(5-methyl-4-phenyl-2-(trifluoromethyl)pyrrolidine-3-yl)propan-1-one → N,N-dimethyl-2-(3-isobutyryl-5-methyl-4-phenyl-2-(trifluoromethyl)pyrrolidin-1-yl)acetamide

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 50 ℃; for 1h;

Downstream raw materials:

N-[3-(dimethylcarbamoyl-methyl)-5-nitro-3H-thiazol-2-ylidene]-isonicotinamide

N-(5-nitro-thiazol-2-yl)-N-propionyl-glycine ethyl ester

2-(2-benzoylimino-5-nitro-thiazol-3-yl)-N,N-dimethyl-acetamide

Cyclopropanecarboxylic acid (2,6-diethyl-phenyl)-dimethylcarbamoylmethyl-amide

Refernces

Highly stereoselective and efficient total synthesis of (+)-laurencin

10.1021/ol047877d

The article details the development of a highly stereoselective and efficient total synthesis of the natural product (+)-laurencin from the known oxazolidinone 5 in 15 steps. Key steps in the synthesis include an efficient internal alkylation to form oxocene 3 from 4 and a novel use of acetonitrile anion as a two-carbon acetaldehyde equivalent for direct synthesis of ketone 2 from r-alkoxy amide 3. The synthesis also involves the use of various chemicals such as allylic iodide A, methanol, DMAP, Dibal-H, N,N-dimethyl bromoacetamide, Hooz protocol reagents, KHMDS, lithium anion of acetonitrile, L-Selectride, Wittig reagent phosphorane B, acetic anhydride, DDQ, TBAF, and bromination reagents. These chemicals play crucial roles in the alkylation, reduction, nucleophilic addition, and other transformations necessary to achieve the final product (+)-laurencin, whose spectral characteristics and optical rotation match those of the natural product.

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