(1R,2R,5S)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl 4-nitrobenzoate

Base Information

• Chemical Name: (1R,2R,5S)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl 4-nitrobenzoate
• CAS No.: 1220893-63-9
• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.358
• Mol file: 1220893-63-9.mol

Synonyms:(1R,2R,5S)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl 4-nitrobenzoate

Chemical Property of (1R,2R,5S)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl 4-nitrobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,5S)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl 4-nitrobenzoate

There total 1 articles about (1R,2R,5S)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl 4-nitrobenzoate 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: 84.0%

(+)-isopulegol (104870-56-6) + 4-nitro-benzoic acid (62-23-7) → (1R,2R,5S)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl 4-nitrobenzoate (1220893-63-9)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In benzene; at 0 - 20 ℃;

DOI:10.1016/j.tet.2010.01.054

Reference yield: 97.0%

(1R,2R,5S)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl 4-nitrobenzoate (1220893-63-9) → (?)-neo-isopulegol (122517-60-6)

Guidance literature:

(1R,2R,5S)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl 4-nitrobenzoate; With sodium methylate; In methanol; at 20 ℃; for 0.5h;

With water; In methanol;

DOI:10.1016/j.tet.2010.01.054

Reference yield:

(1R,2R,5S)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl 4-nitrobenzoate (1220893-63-9) → (1R,2R,5S)-2-((S)-1-hydroxypropan-2-yl)-5-methylcyclohexanol (1220706-80-8) + (1R,2R,5S)-2-((R)-1-hydroxypropan-2-yl)-5-methylcyclohexanol (1220706-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium methylate / methanol / 3 h / 0 - 22 °C / Inert atmosphere

2.1: borane-THF / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 - 22 °C / Inert atmosphere

With borane-THF; sodium methylate; In tetrahydrofuran; methanol;

DOI:10.1002/anie.201510568

upstream raw materials:

(+)-isopulegol

4-nitro-benzoic acid

Downstream raw materials:

(?)-neo-isopulegol

(1R,2R,5S)-2-((S)-1-hydroxypropan-2-yl)-5-methylcyclohexanol

(1R,2R,5S)-2-((R)-1-hydroxypropan-2-yl)-5-methylcyclohexanol