methyl (1S,2S,6S)-2-hydroxy-1,6-dimethylcyclohexanecarboxylate

Base Information

• Chemical Name: methyl (1S,2S,6S)-2-hydroxy-1,6-dimethylcyclohexanecarboxylate
• CAS No.: 121842-99-7
• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.251
• Mol file: 121842-99-7.mol

Synonyms:methyl (1S,2S,6S)-2-hydroxy-1,6-dimethylcyclohexanecarboxylate

Chemical Property of methyl (1S,2S,6S)-2-hydroxy-1,6-dimethylcyclohexanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (1S,2S,6S)-2-hydroxy-1,6-dimethylcyclohexanecarboxylate

There total 10 articles about methyl (1S,2S,6S)-2-hydroxy-1,6-dimethylcyclohexanecarboxylate 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: 99.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (1S,2S,6S)-2-Hydroxy-1,6-dimethyl-cyclohexanecarboxylic acid (121772-20-1) → methyl (1S,2S,6S)-2-hydroxy-1,6-dimethylcyclohexanecarboxylate (121842-99-7)

Guidance literature:

In diethyl ether; at 0 ℃;

DOI:10.1002/hlca.19880710505

Reference yield: 82.0%

methanol (67-56-1) + (4aS,5S,8aS)-perhydro-4a,5-dimethyl-2H,4H-<1,3>benzodioxin-4-one → methyl (1S,2S,6S)-2-hydroxy-1,6-dimethylcyclohexanecarboxylate (121842-99-7)

Guidance literature:

With sodium methylate; for 6h;

DOI:10.1002/hlca.19890720410

Reference yield:

(2S,4aS,5S,8aS)-2-(tert-butyl)perhydro-4a,5-dimethyl-2H,4H-<1,3>benzodioxin-4-one (121842-98-6) → methyl (1S,2S,6S)-2-hydroxy-1,6-dimethylcyclohexanecarboxylate (121842-99-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / LiOH / tetrahydrofuran; methanol; H₂O / Ambient temperature

2: 99 percent / diethyl ether / 0 °C

With lithium hydroxide; In tetrahydrofuran; methanol; diethyl ether; water;

DOI:10.1002/hlca.19880710505

upstream raw materials:

diazomethane

(1S,2S,6S)-2-Hydroxy-1,6-dimethyl-cyclohexanecarboxylic acid

methanol

(1R,2S)-2-hydroxycyclohexanecarboxylic acid

Downstream raw materials:

(E)-4-[(1R,2S,6S)-1,2-Dimethyl-6-(2-trimethylsilanyl-ethoxymethoxy)-cyclohexyl]-but-3-en-2-one

(1S,2S,6S)-1,2-Dimethyl-6-(2-trimethylsilanyl-ethoxymethoxy)-cyclohexanecarbaldehyde

(2R,3S)-2,3-Dimethyl-2-((E)-3-oxo-but-1-enyl)-cyclohexanone

[(1R,2S,6S)-1,2-Dimethyl-6-(2-trimethylsilanyl-ethoxymethoxy)-cyclohexyl]-methanol