ANTI-(1R)-(+)-CAMPHORQUINONE 3-OXIME

Base Information

• Chemical Name: ANTI-(1R)-(+)-CAMPHORQUINONE 3-OXIME
• CAS No.: 22472-58-8
• Molecular Formula: C₁₀H₁₅NO₂
• Molecular Weight: 181.235
• Mol file: 22472-58-8.mol

Synonyms:2,3-Bornanedione,3-oxime, stereoisomer (8CI); Bicyclo[2.2.1]heptane-2,3-dione, 1,7,7-trimethyl-,3-oxime, (1R)-; (1R,4S)-Camphorquinone monooxime

Chemical Property of ANTI-(1R)-(+)-CAMPHORQUINONE 3-OXIME

Chemical Property:

• Vapor Pressure: 0.00128mmHg at 25°C
• Melting Point: 153-156 °C(lit.)
• Refractive Index: 1.593
• Boiling Point: 276.8°C at 760 mmHg
• Flash Point: 121.2°C
• PSA: 49.66000
• Density: 1.25g/cm³
• LogP: 1.84180
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(1R,4S)-CamphorquinoneMonooxime ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (1R,4S)-Camphorquinone Monooximeis an intermediate in the synthesis of Gibornuride (G409700), an anti-diabetic drug from the group of sulfonylureas.

Technology Process of ANTI-(1R)-(+)-CAMPHORQUINONE 3-OXIME

There total 2 articles about ANTI-(1R)-(+)-CAMPHORQUINONE 3-OXIME 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:

ethanol (64-17-5) + 3-(4-oxy-phenylimino)-camphor (872820-67-2) + water (7732-18-5) + sodium acetate (127-09-3) → 4-amino-phenol (123-30-8) + (1R,4S)-3-hydroxyimino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (663-17-2,5338-41-0,13854-86-9,13854-87-0,22472-58-8,31571-14-9,103833-77-8)

Guidance literature:

3-<4-oxy-phenylimino>-d-camphor;

Reference yield:

3-(4-ethoxy-anilino)-3-hydroxylamino-camphor → (1R,4S)-3-hydroxyimino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (663-17-2,5338-41-0,13854-86-9,13854-87-0,22472-58-8,31571-14-9,103833-77-8) + 4-Ethoxyaniline (156-43-4)

Guidance literature:

3-<4-ethoxy-anilino>-3-hydroxylamino-d-camphor;

Reference yield: 55.0%

(1R,4S)-3-hydroxyimino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (663-17-2,5338-41-0,13854-86-9,13854-87-0,22472-58-8,31571-14-9,103833-77-8) + benzylamine (100-46-9) → (1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2(6),3-diene (1027006-04-7)

Guidance literature:

at 150 ℃; for 1h;

DOI:10.1016/j.tetasy.2008.10.026 DOI:10.3998/ark.5550190.0011.226

upstream raw materials:

ethanol

3-(4-oxy-phenylimino)-camphor

water

sodium acetate

Downstream raw materials:

D-(+)-camphoric imide

bornane-2,3-dione-3-oxime-2-phenylhydrazone

(1R,2R,3S,4S)-3-Amino-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol

(2S)-3-exo-aminoisoborneol

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