(3R,8AR)-3-Bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

Base Information

• Chemical Name: (3R,8AR)-3-Bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione
• CAS No.: 106138-80-1
• Molecular Formula: C₉H₁₂BrNO₃
• Molecular Weight: 262.103
• Mol file: 106138-80-1.mol

Synonyms:(3R,8AR)-3-Bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

Chemical Property of (3R,8AR)-3-Bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3R,8AR)-3-Bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

There total 5 articles about (3R,8AR)-3-Bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione 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: 89.0%

(2R)-1-methacryloylpyrrolidin-2-carboxylic acid (106089-24-1) → (3R,8AR)-3-Bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione (106138-80-1,927203-28-9)

Guidance literature:

(2R)-1-methacryloylpyrrolidin-2-carboxylic acid; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.3390/molecules24234227

Reference yield: 34.0%

→ (3R,8AR)-3-Bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione (106138-80-1,927203-28-9)

Guidance literature:

Reference yield:

CH2Cl2/EtOAc + 4-amino-2-trifluoromethylbenzonitrile (654-70-6) + (2R)-3-bromo-2-hydroxy-2-methylpropanoic acid (261904-39-6) → (2R)-3-bromo-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide (206193-17-1) + (3R,8AR)-3-Bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione (106138-80-1,927203-28-9)

Guidance literature:

With thionyl chloride; triethylamine; In tetrahydrofuran; water;

upstream raw materials:

(2R)-1-methacryloylpyrrolidin-2-carboxylic acid

D-Prolin

diethyl ether

Methacryloyl chloride

Downstream raw materials:

(2R)-3-bromo-2-hydroxy-2-methylpropanoic acid