6,6-dimethyl-3-((tert-butyldimethylsilyloxy)methyl)-4-phenyl-5,6-dihydro-4H-[1,2]oxazine

Base Information

• Chemical Name: 6,6-dimethyl-3-((tert-butyldimethylsilyloxy)methyl)-4-phenyl-5,6-dihydro-4H-[1,2]oxazine
• CAS No.: 1176150-00-7
• Molecular Formula: C₁₉H₃₁NO₂Si
• Molecular Weight: 333.546
• Mol file: 1176150-00-7.mol

Synonyms:6,6-dimethyl-3-((tert-butyldimethylsilyloxy)methyl)-4-phenyl-5,6-dihydro-4H-[1,2]oxazine

Chemical Property of 6,6-dimethyl-3-((tert-butyldimethylsilyloxy)methyl)-4-phenyl-5,6-dihydro-4H-[1,2]oxazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,6-dimethyl-3-((tert-butyldimethylsilyloxy)methyl)-4-phenyl-5,6-dihydro-4H-[1,2]oxazine

There total 3 articles about 6,6-dimethyl-3-((tert-butyldimethylsilyloxy)methyl)-4-phenyl-5,6-dihydro-4H-[1,2]oxazine 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: 76.0%

(6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine-3-yl)methanol (1198015-26-7) + tert-butyldimethylsilyl chloride (18162-48-6) → 6,6-dimethyl-3-((tert-butyldimethylsilyloxy)methyl)-4-phenyl-5,6-dihydro-4H-[1,2]oxazine (1176150-00-7)

Guidance literature:

With dipropylethylamine; at 20 ℃; for 24h;

DOI:10.1002/ejoc.200900172

Reference yield: 4.4%

ketene t-butyldimethylsilyl methyl acetal (77086-38-5) + 3-methyl-5-phenyl-4,5-dihydroisoxazole 2-oxide (127525-90-0) + 6,6-dimethyl-5,6-dihydro-3-methyl-4-phenyl-1,2-oxazine N-oxide (638133-04-7) → C22H37NO4Si + 6,6-dimethyl-3-((tert-butyldimethylsilyloxy)methyl)-4-phenyl-5,6-dihydro-4H-[1,2]oxazine (1176150-00-7) + C20H33NO4Si + C20H33NO4Si

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; t-butyldimethylsiyl triflate; In dichloromethane; at -78 ℃; for 1.5h; optical yield given as %de; Inert atmosphere;

DOI:10.1002/ejoc.200900172

Reference yield:

3-(iodomethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-[1,2]oxazine 2-oxide (1215082-84-0) + t-butyldimethylsiyl triflate (69739-34-0) + ketene t-butyldimethylsilyl methyl acetal (77086-38-5) → 6,6-dimethyl-3-((tert-butyldimethylsilyloxy)methyl)-4-phenyl-5,6-dihydro-4H-[1,2]oxazine (1176150-00-7) + 2-(tert-butyldimethylsilyloxy)-6,6-dimethyl-3-methylene-4-phenyl-2,3,5,6-tetrahydro[1,2]oxazine (1215082-92-0)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 24h; Mechanism; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.12.066

upstream raw materials:

(6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine-3-yl)methanol

tert-butyldimethylsilyl chloride

ketene t-butyldimethylsilyl methyl acetal

3-methyl-5-phenyl-4,5-dihydroisoxazole 2-oxide