176383-63-4

Basic information

• Product Name: (4-benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-methanol
• Synonyms: (4-benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-methanol
• CAS NO: 176383-63-4
• Molecular Weight: 255.316
• Mol File: 176383-63-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (4-benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (4-benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-methanol(176383-63-4)
• EPA Substance Registry System: (4-benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-methanol(176383-63-4)

Safety Data

• Hazardous Substances Data: 176383-63-4(Hazardous Substances Data)

Upstream product

• 68281-42-5 ethyl 4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxylate 
• 100-44-7 benzyl chloride 
• 95-55-6 2-amino-phenol 
• 106-89-8 epichlorohydrin 
• 46425-95-0 o-(benzylamino)phenol 
• 1356114-34-5 3-(2-nitrophenoxy)oxetane 
• 1493-27-2 ortho-nitrofluorobenzene 
• 88-75-5 2-hydroxynitrobenzene 
• 100-39-0 benzyl bromide 
• 22244-22-0 ethyl 3,4-dihydro-2H-benzo [b][1,4]oxazine-2-carboxylate 
• 82756-74-9 (3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-methanol 

Downstream Products

• 223608-15-9 (+/-)-4-[4-methyl-3,4-dihydro-1,4-benzoxazin-2-yl]methoxybenzaldehyde 
• 212578-44-4 C-(4-Benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-methylamine 
• 282520-57-4 N-(4-benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-ylmethyl)-4-(1H-indol-3-yl)-butyramide 
• 282520-54-1 2-azidomethyl-4-benzyl-3,4-dihydro-2H-benzo[1,4]oxazine 
• 282520-51-8 toluene-4-sulfonic acid 4-benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-ylmethyl ester 
• 176383-64-5 4-benzyl-3,4-dihydro-2H-1,4-benzoxazine-2-carbaldehyde 

Relevant articles and documents

Enantioselective Desymmetrization of 3-Substituted Oxetanes: An Efficient Access to Chiral 3,4-Dihydro-2H-1,4-benzoxazines

Herein, we describe a versatile transition metal/oxidant free synthesis of the chiral 2H-1,4-benzoxazines through chiral phosphoric acid (CPA) catalyzed enantioselective desymmetrization of prochiral oxetanes (30 examples) in up to 99% yield and 99% enantioselectivity under mild reaction conditions. The reported strategy not only complements the conventional 2H-1,4-benzoxazine synthetic strategies but also provides access to key intermediates of therapeutic candidates, i.e., prostaglandin D2 receptor antagonist and M1 positive allosteric modulator (PAM) compound VU0486846.

Studies toward the discovery of the next generation of antidepressants. Part 5: 3,4-Dihydro-2H-benzo[1,4]oxazine derivatives with dual 5-HT1A receptor and serotonin transporter affinity

The design, synthesis, and structure-activity relationship of two novel classes of benzoxazine derivatives with dual selective serotonin reuptake inhibitors and 5-HT1A receptor activities are described.

A straightforward route to 4H-1,4-benzoxazine-2-carbaldehydes by Swern oxidation

Swern oxidation of saturated (1,4-benzoxazine-2-yl)-methanols 2 furnished 4H-1,4-benzoxazine-2-carbaldehydes 3, which possess an α,β ethylenic bond. The reactivity of these compounds was examined.