77901-22-5

Basic information

• Product Name: 4-Methyl-2,3-dihydro-1,4-benzoxazine
• Synonyms: 4-Methyl-2,3-dihydro-1,4-benzoxazine;4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine;4-Methyl-3,4-dihydro-2H-benzo[1,4]oxazine;4-Methyl-3,4-dihydro-2H-1,4-benzoxazine
• CAS NO: 77901-22-5
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19
• EINECS: -0
• Mol File: 77901-22-5.mol
• Article Data: 26

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Methyl-2,3-dihydro-1,4-benzoxazine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-2,3-dihydro-1,4-benzoxazine(77901-22-5)
• EPA Substance Registry System: 4-Methyl-2,3-dihydro-1,4-benzoxazine(77901-22-5)

Safety Data

• Hazardous Substances Data: 77901-22-5(Hazardous Substances Data)

Upstream product

• 100607-15-6 [2-(3-bromo-phenoxy)-ethyl]-methyl-amine 
• 5735-53-5 1,4-benzoxazine 
• 64-19-7 acetic acid 
• 18800-29-8 1-bromo-3-(2-bromoethoxy)benzene 
• 10541-78-3 2-methoxy-N-methylaniline 
• 55860-22-5 2-chloro-N-(2-methoxyphenyl)acetamide 
• 1878-87-1 2-nitrophenoxyacetic acid 
• 5466-88-6 3,4-dihydro-3-oxo-2H-1,4-benzoxazine 
• 273-53-0 benzoxazole 
• 325147-54-4 N-methyl-N-(2-(tert-butyldimethylsiloxy)-ethyl)-2-bromoaniline 
• 325147-53-3 N-(2-(tert-butyldimethylsiloxy)-ethyl)-2-bromoaniline 
• 95-55-6 2-amino-phenol 
• 64-18-6 formic acid 
• 55339-51-0 2-allyloxy-1-nitrobenzene 

Downstream Products

• 141103-93-7 4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-carbaldehyde 
• 154264-95-6 7-bromo-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine 
• 141103-94-8 (4-Methyl-3,4-dihydro-2H-benzo[1,4]oxazin-7-yl)-methanol 
• 892948-94-6 4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-sulfonyl chloride 
• 1291093-78-1 C₁₆H₁₃BrClNO₂ 
• 1291093-79-2 7-(5-bromo-2-chloro-benzyl)-4-methyl-3,4-dihydro-2H-benzo[1,4]oxazine 
• 1291093-80-5 (2S,3R,4S,5S,6R)-2-[4-chloro-3-(4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-7-ylmethyl)-phenyl]-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3,4,5-triol 
• 1291093-81-6 (2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-7-ylmethyl)-phenyl]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 519054-54-7 4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-1,4-benzoxazine 
• 1256256-24-2 4-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine 
• 1583286-76-3 C₁₅H₂₂BNO₃ 

Relevant articles and documents

Visible-Light-Enabled Direct Decarboxylative N-Alkylation

The development of efficient and selective C?N bond-forming reactions from abundant feedstock chemicals remains a central theme in organic chemistry owing to the key roles of amines in synthesis, drug discovery, and materials science. Herein, we present a dual catalytic system for the N-alkylation of diverse aromatic carbocyclic and heterocyclic amines directly with carboxylic acids, by-passing their preactivation as redox-active esters. The reaction, which is enabled by visible-light-driven, acridine-catalyzed decarboxylation, provides access to N-alkylated secondary and tertiary anilines and N-heterocycles. Additional examples, including double alkylation, the installation of metabolically robust deuterated methyl groups, and tandem ring formation, further demonstrate the potential of the direct decarboxylative alkylation (DDA) reaction.

Controlled Reduction of Tertiary Amides to the Corresponding Alcohols, Aldehydes, or Amines Using Dialkylboranes and Aminoborohydride Reagents

Dialkylboranes and aminoborohydrides are mild, selective reducing agents complementary to the commonly utilized amide reducing agents, such as lithium aluminum hydride (LiAlH4) and diisobutylaluminum hydride (DIBAL) reagents. Tertiary amides were reduced using 1 or 2 equiv of various dialkylboranes. The reduction of tertiary amides required 2 equiv of 9-borabicyclo[3.3.1]nonane (9-BBN) for complete reduction to give the corresponding tertiary amines. One equivalent of sterically hindered disiamylborane reacts with tertiary amides to afford the corresponding aldehydes. Aminoborohydrides are powerful and selective reducing agents for the reduction of tertiary amides. Lithium dimethylaminoborohydride and lithium diisopropylaminoborohydride are prepared from n-butyllithium and the corresponding amine-borane. Chloromagnesium dimethylaminoborohydride (ClMg+[H3B-NMe2]-, MgAB) is prepared by the reaction of dimethylamine-borane with methylmagnesium chloride. Solutions of aminoborohydride reduce aliphatic, aromatic, and heteroaromatic tertiary amides to give the corresponding alcohol, amine, or aldehyde depending on the steric requirement of the tertiary amide and the aminoborohydride used.

GLYCOSIDE DERIVATIVE AND USES THEREOF

This invention relates to compounds represented by formula (I): wherein the variables are defined as herein above, which are useful for treating diseases and conditions mediated by the sodium D-glucose co-transporter (SGLT), e.g. diabetes. The invention also provides methods of treating such diseases and conditions, and compositions etc. for their treatment.