(1R,2R)-2-carboxy-2,6,6-trimethylcyclohexanepropionic acid dimethyl ester

Base Information

• Chemical Name: (1R,2R)-2-carboxy-2,6,6-trimethylcyclohexanepropionic acid dimethyl ester
• CAS No.: 170081-06-8
• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.369
• Mol file: 170081-06-8.mol

Synonyms:

Chemical Property of (1R,2R)-2-carboxy-2,6,6-trimethylcyclohexanepropionic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-2-carboxy-2,6,6-trimethylcyclohexanepropionic acid dimethyl ester

There total 6 articles about (1R,2R)-2-carboxy-2,6,6-trimethylcyclohexanepropionic acid dimethyl ester 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:

methanol (67-56-1) + (1R,2R)-2-(2-Carboxy-ethyl)-1,3,3-trimethyl-cyclohexanecarboxylic acid methyl ester (180628-03-9) → (1R,2R)-2-carboxy-2,6,6-trimethylcyclohexanepropionic acid dimethyl ester (170081-06-8)

Guidance literature:

With sulfuric acid; In various solvent(s); Yield given;

DOI:10.1016/0040-4039(95)01187-M

Reference yield:

5,5,8aβ-trimethyl-3,4,4aα,5,6,7,8,8a-octahydronaphthalen-1(2H)-one (94480-24-7) → (1R,2R)-2-carboxy-2,6,6-trimethylcyclohexanepropionic acid dimethyl ester (170081-06-8)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridinium bromide perbromide, acetic acid

2: sodium hydroxide / dimethylformamide; H₂O

3: lead tetraacetate / benzene / 0.5 h / Ambient temperature

4: sodium chlorite, NaH₂PO₄*H₂O, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 12 h / Ambient temperature

5: 4.47 g / H₂SO₄ / 1 h / 0 °C

With lead(IV) acetate; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; sulfuric acid; pyridinium hydrobromide perbromide; acetic acid; In water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;

DOI:10.1021/jo960547p

Reference yield:

(2S,4aR,8aR)-2-Hydroxy-5,5,8a-trimethyl-octahydro-naphthalen-1-one (170081-04-6) → (1R,2R)-2-carboxy-2,6,6-trimethylcyclohexanepropionic acid dimethyl ester (170081-06-8)

Guidance literature:

Multi-step reaction with 3 steps

1: lead tetraacetate / benzene / 0.5 h / Ambient temperature

2: sodium chlorite, NaH₂PO₄*H₂O, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 12 h / Ambient temperature

3: 4.47 g / H₂SO₄ / 1 h / 0 °C

With lead(IV) acetate; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; sulfuric acid; In water; tert-butyl alcohol; benzene;

DOI:10.1021/jo960547p

upstream raw materials:

methanol

(1R,2R)-2-(2-Carboxy-ethyl)-1,3,3-trimethyl-cyclohexanecarboxylic acid methyl ester

(1R,2R)-1,3,3-Trimethyl-2-(3-oxo-propyl)-cyclohexanecarboxylic acid methyl ester

5,5,8aβ-trimethyl-3,4,4aα,5,6,7,8,8a-octahydronaphthalen-1(2H)-one