(2R,3S)-3,4-Dimethyl-6-((R)-2-nitro-cyclohexyl)-2-phenyl-[1,4]oxazepane-5,7-dione

Base Information

• Chemical Name: (2R,3S)-3,4-Dimethyl-6-((R)-2-nitro-cyclohexyl)-2-phenyl-[1,4]oxazepane-5,7-dione
• CAS No.: 78844-15-2
• Molecular Formula: C₁₉H₂₄N₂O₅
• Molecular Weight: 360.41
• Mol file: 78844-15-2.mol

Synonyms:(2R,3S)-3,4-Dimethyl-6-((R)-2-nitro-cyclohexyl)-2-phenyl-[1,4]oxazepane-5,7-dione

Chemical Property of (2R,3S)-3,4-Dimethyl-6-((R)-2-nitro-cyclohexyl)-2-phenyl-[1,4]oxazepane-5,7-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-3,4-Dimethyl-6-((R)-2-nitro-cyclohexyl)-2-phenyl-[1,4]oxazepane-5,7-dione

There total 1 articles about (2R,3S)-3,4-Dimethyl-6-((R)-2-nitro-cyclohexyl)-2-phenyl-[1,4]oxazepane-5,7-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: 51.0%

1-nitrocyclohexene (2562-37-0) + (2R,3S)-3,4-dimethyl-2-phenylperhydro-1,4-oxazepine-5,7-dione (67376-72-1) → (2R,3S)-3,4-Dimethyl-6-((R)-2-nitro-cyclohexyl)-2-phenyl-[1,4]oxazepane-5,7-dione (78844-15-2)

Guidance literature:

With perhydrodibenzo-18-crown-6; potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 30h;

DOI:10.1246/cl.1981.797

Reference yield:

(2R,3S)-3,4-Dimethyl-6-((R)-2-nitro-cyclohexyl)-2-phenyl-[1,4]oxazepane-5,7-dione (78844-15-2) → ((1R,2S)-2-Hydroxy-cyclohexyl)-acetic acid methyl ester (145107-53-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 6N H₂SO₄, AcOH / 2 h / Heating

2: hydrogen / 10 percent Pd/C / methanol / 48 h

3: 1.) NaNO₂, 2.) 6 N NaOH / 1.) 50 percent AcOH

4: methanol

With sodium hydroxide; sulfuric acid; hydrogen; acetic acid; sodium nitrite; palladium on activated charcoal; In methanol;

DOI:10.1246/cl.1981.797

Reference yield:

(2R,3S)-3,4-Dimethyl-6-((R)-2-nitro-cyclohexyl)-2-phenyl-[1,4]oxazepane-5,7-dione (78844-15-2) → ((R)-2-Hydroxy-cyclohexyl)-acetic acid (5426-58-4,69198-05-6,75364-90-8,112138-17-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 6N H₂SO₄, AcOH / 2 h / Heating

2: hydrogen / 10 percent Pd/C / methanol / 48 h

3: 1.) NaNO₂, 2.) 6 N NaOH / 1.) 50 percent AcOH

With sodium hydroxide; sulfuric acid; hydrogen; acetic acid; sodium nitrite; palladium on activated charcoal; In methanol;

DOI:10.1246/cl.1981.797

upstream raw materials:

1-nitrocyclohexene

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

Downstream raw materials:

(2-nitrocyclohexyl)acetic acid

((R)-2-Hydroxy-cyclohexyl)-acetic acid

((R)-2-Amino-cyclohexyl)-acetic acid

((1R,2S)-2-Hydroxy-cyclohexyl)-acetic acid methyl ester