((1S,2S,5R)-1-amino-2-isopropyl-5-methylcyclohexyl)methanol

Base Information

• Chemical Name: ((1S,2S,5R)-1-amino-2-isopropyl-5-methylcyclohexyl)methanol
• CAS No.: 1164334-30-8
• Molecular Formula: C₁₁H₂₃NO
• Molecular Weight: 185.31
• Mol file: 1164334-30-8.mol

Synonyms:((1S,2S,5R)-1-amino-2-isopropyl-5-methylcyclohexyl)methanol

Chemical Property of ((1S,2S,5R)-1-amino-2-isopropyl-5-methylcyclohexyl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1S,2S,5R)-1-amino-2-isopropyl-5-methylcyclohexyl)methanol

There total 3 articles about ((1S,2S,5R)-1-amino-2-isopropyl-5-methylcyclohexyl)methanol 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:

3-endo-Amino-3-exo-carboxy-menthan (17138-10-2,336100-66-4) → ((1S,2S,5R)-1-amino-2-isopropyl-5-methylcyclohexyl)methanol (1164334-30-8)

Guidance literature:

With sodium tetrahydroborate; iodine; In tetrahydrofuran; Inert atmosphere; Reflux;

Reference yield:

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) → ((1S,2S,5R)-1-amino-2-isopropyl-5-methylcyclohexyl)methanol (1164334-30-8)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol; water / 17 h / 60 °C

2: sulfuric acid / water / 2 h / 150 °C

3: sodium tetrahydroborate; iodine / tetrahydrofuran / 18 h / Inert atmosphere; Reflux

With sodium tetrahydroborate; sulfuric acid; iodine; In tetrahydrofuran; ethanol; water; 1: |Bucherer-Bergs Reaction;

DOI:10.1016/j.tet.2016.04.008

Reference yield:

(5S,6S,9R)-6-isopropyl-9-methyl-1,3-diazaspiro[4.5]decane-2,4-dione (17138-09-9,17138-11-3,52153-45-4,83377-81-5) → ((1S,2S,5R)-1-amino-2-isopropyl-5-methylcyclohexyl)methanol (1164334-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / water / 2 h / 150 °C

2: sodium tetrahydroborate; iodine / tetrahydrofuran / 18 h / Inert atmosphere; Reflux

With sodium tetrahydroborate; sulfuric acid; iodine; In tetrahydrofuran; water;

DOI:10.1016/j.tet.2016.04.008

upstream raw materials:

3-endo-Amino-3-exo-carboxy-menthan

(5S,6S,9R)-6-isopropyl-9-methyl-1,3-diazaspiro[4.5]decane-2,4-dione

(2R,5S)-menthone

Downstream raw materials:

N,N'-bis((1S,2S,5R)-1-(hydroxymethyl)-2-isopropyl-5-methylcyclohexyl)oxalamide

N-((1S,2S,5R)-1-(hydroxymethyl)-2-isopropyl-5-methylcyclohexyl)-2-iodo-3-methylbenzamide

C₂₄H₄₈N₂O₂