2,6-dimethylphenyl propionate Li-enolate

Base Information

• Chemical Name: 2,6-dimethylphenyl propionate Li-enolate
• CAS No.: 86534-92-1
• Molecular Formula: C₁₁H₁₃O₂*Li
• Molecular Weight: 184.164
• Mol file: 86534-92-1.mol

Synonyms:

Chemical Property of 2,6-dimethylphenyl propionate Li-enolate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-dimethylphenyl propionate Li-enolate

There total 1 articles about 2,6-dimethylphenyl propionate Li-enolate 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:

2,6-dimethylphenyl propionate (51233-80-8) → 2,6-dimethylphenyl propionate Li-enolate (86534-92-1)

Guidance literature:

With lithium diisopropyl amide; In diethyl ether; hexane; at -78 ℃; for 1.5h;

DOI:10.1002/hlca.19900730315

Reference yield: 50.0%

(2R,3S,4R)-3,5-(Isopropylidenedioxy)-2,4-dimethylpentanal (97058-14-5) + 2,6-dimethylphenyl propionate Li-enolate (86534-92-1) → 2',6'-dimethylphenyl (2R,3R,4R,5R,6S)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanonate (135681-55-9)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(01)93717-7

Reference yield:

2,6-dimethylphenyl propionate Li-enolate (86534-92-1) → bis(2,6-dimethylphenyl) (2S,3S,4R,5R,6S,7R,8R)-3,5,7-trihydroxy-2,4,6,8-tetramethyl-nonane-1,9-dioate (132950-37-9)

Guidance literature:

Multi-step reaction with 8 steps

1: (i-Pr)2NH / tetrahydrofuran / 1 h / -78 °C

2: 67 percent / conc. HCl / tetrahydrofuran / 2.5 h / Ambient temperature

3: 96 percent / imidazole, molecular sieves 4 Angstroem / dimethylformamide / 7 h / Ambient temperature

4: 97 percent / camphorsulfonic acid / 5 h

5: 99 percent / Bu₄NF / tetrahydrofuran / 7 h / Ambient temperature

7: tetrahydrofuran / 1 h / -78 °C

8: 32 percent / conc. HCl / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19900730821

upstream raw materials:

2,6-dimethylphenyl propionate

Downstream raw materials:

2,6-dimethylphenyl (2R,3R)-3-hydroxy-2,4-dimethylpent-4-enoate

(2S,3R)-3-Hydroxy-2,4-dimethyl-pent-4-enoic acid 2,6-dimethyl-phenyl ester

(2R,3S)-3-Hydroxy-2,4-dimethyl-pent-4-enoic acid 2,6-dimethyl-phenyl ester

2',6'-dimethylphenyl 3-hydroxy-2-methylnonanoate