(2R,3S)-(-)-6-Diazo-3,4-dimethyl-2-phenyl-1,4-oxazepan-5,7-dion

Base Information

• Chemical Name: (2R,3S)-(-)-6-Diazo-3,4-dimethyl-2-phenyl-1,4-oxazepan-5,7-dion
• CAS No.: 161297-28-5
• Molecular Formula: C₁₃H₁₃N₃O₃
• Molecular Weight: 259.265
• Mol file: 161297-28-5.mol

Synonyms:(2R,3S)-(-)-6-Diazo-3,4-dimethyl-2-phenyl-1,4-oxazepan-5,7-dion

Chemical Property of (2R,3S)-(-)-6-Diazo-3,4-dimethyl-2-phenyl-1,4-oxazepan-5,7-dion

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3S)-(-)-6-Diazo-3,4-dimethyl-2-phenyl-1,4-oxazepan-5,7-dion

There total 1 articles about (2R,3S)-(-)-6-Diazo-3,4-dimethyl-2-phenyl-1,4-oxazepan-5,7-dion 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: 85.0%

(2R,3S)-3,4-dimethyl-2-phenylperhydro-1,4-oxazepine-5,7-dione (67376-72-1) → (2R,3S)-(-)-6-Diazo-3,4-dimethyl-2-phenyl-1,4-oxazepan-5,7-dion (161297-28-5)

Guidance literature:

With 4-toluenesulfonyl azide; triethylamine; In acetonitrile; for 24h; Ambient temperature;

Reference yield: 95.0%

(2R,3S)-(-)-6-Diazo-3,4-dimethyl-2-phenyl-1,4-oxazepan-5,7-dion (161297-28-5) → (S)-2,2,5,5-tetrahydro-1,5-dimethyl-4-phenyl-2(1H)-pyrrolone (161297-29-6)

Guidance literature:

With copper(I) triflate; In dichloromethane; Ambient temperature;

Reference yield: 81.4%

(2R,3S)-(-)-6-Diazo-3,4-dimethyl-2-phenyl-1,4-oxazepan-5,7-dion (161297-28-5) → (+)-(2S,3S,4R)-1,2-dimethyl-3-hydroxy-3-phenyl-4-hydroxymethylpyrrolidine

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1016/0957-4166(95)00077-3

upstream raw materials:

(2R,3S)-3,4-dimethyl-2-phenylperhydro-1,4-oxazepine-5,7-dione

Downstream raw materials:

(S)-2,2,5,5-tetrahydro-1,5-dimethyl-4-phenyl-2(1H)-pyrrolone