t-butyl-syn-5-hydroxy-2-(1-hydroxycyclohexyl)nonanoate

Base Information

• Chemical Name: t-butyl-syn-5-hydroxy-2-(1-hydroxycyclohexyl)nonanoate
• CAS No.: 111120-95-7
• Molecular Formula: C₁₉H₃₆O₄
• Molecular Weight: 328.492
• Mol file: 111120-95-7.mol

Synonyms:

Chemical Property of t-butyl-syn-5-hydroxy-2-(1-hydroxycyclohexyl)nonanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of t-butyl-syn-5-hydroxy-2-(1-hydroxycyclohexyl)nonanoate

There total 3 articles about t-butyl-syn-5-hydroxy-2-(1-hydroxycyclohexyl)nonanoate 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:

5-oxo-nonanoic acid (3637-15-8) → t-butyl-syn-5-hydroxy-2-(1-hydroxycyclohexyl)nonanoate (111120-95-7,111120-96-8,111490-54-1,111490-55-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / conc. H₂SO₄ / 1 h

2: 1.) LiOTf, diethylamine, butyllithium, HMPA / tetrahydrofuran; hexane / -78 deg C, 15 min; -100 deg C, 2 h; -100 deg C 30 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sulfuric acid; lithium trifluoromethanesulfonate; diethylamine; In tetrahydrofuran; hexane;

DOI:10.1246/bcsj.60.1457

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + t-butyl 5-oxononanoate (111463-09-3) → t-butyl-syn-5-hydroxy-2-(1-hydroxycyclohexyl)nonanoate (111120-95-7,111120-96-8,111490-54-1,111490-55-2) + t-butyl-anti-5-hydroxy-2-(1-hydroxycyclohexyl)nonanoate

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; lithium trifluoromethanesulfonate; diethylamine; In tetrahydrofuran; hexane; Yield given. Yields of byproduct given. Title compound not separated from byproducts; -78 deg C, 15 min; -100 deg C, 2 h; -100 deg C 30 min;

DOI:10.1246/bcsj.60.1457

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + t-butyl-5-hydroxynonanoate (103245-41-6) → t-butyl-syn-5-hydroxy-2-(1-hydroxycyclohexyl)nonanoate (111120-95-7,111120-96-8,111490-54-1,111490-55-2)

Guidance literature:

With lithium diethylamide; lithium trifluoromethanesulfonate; Yield given. Multistep reaction; 1.) -78 deg C, THF+HMPA; 2.) -100 deg C, 1 h, THF+HMPA;

DOI:10.1246/cl.1986.1755

upstream raw materials:

cyclohexanone

t-butyl-5-hydroxynonanoate

t-butyl 5-oxononanoate

5-oxo-nonanoic acid