(1R,2RS)-1-(2,4,6-triisopropylphenyl)ethyl-2-hydroxy-1-pyrrolidinecarboxylate

Base Information

• Chemical Name: (1R,2RS)-1-(2,4,6-triisopropylphenyl)ethyl-2-hydroxy-1-pyrrolidinecarboxylate
• CAS No.: 245674-42-4
• Molecular Formula: C₂₂H₃₅NO₃
• Molecular Weight: 361.525
• Mol file: 245674-42-4.mol

Synonyms:(1R,2RS)-1-(2,4,6-triisopropylphenyl)ethyl-2-hydroxy-1-pyrrolidinecarboxylate

Chemical Property of (1R,2RS)-1-(2,4,6-triisopropylphenyl)ethyl-2-hydroxy-1-pyrrolidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2RS)-1-(2,4,6-triisopropylphenyl)ethyl-2-hydroxy-1-pyrrolidinecarboxylate

There total 3 articles about (1R,2RS)-1-(2,4,6-triisopropylphenyl)ethyl-2-hydroxy-1-pyrrolidinecarboxylate 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: 93.0%

(1R)-1-(2,4,6-triisopropylphenyl)ethyl-2-oxo-1-pyrrolidinecarboxylate (245674-32-2) → (1R,2RS)-1-(2,4,6-triisopropylphenyl)ethyl-2-hydroxy-1-pyrrolidinecarboxylate (245674-42-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1021/jo9903297

Reference yield:

(1R)-1-(2,4,6-triisopropylphenyl)ethyl-1H-1-imidazolecarboxylate (245674-29-7) → (1R,2RS)-1-(2,4,6-triisopropylphenyl)ethyl-2-hydroxy-1-pyrrolidinecarboxylate (245674-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / 52 h / 85 °C

2: 93 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; 1: Substitution / 2: Reduction;

DOI:10.1021/jo9903297

Reference yield:

(R)-(+)-1-(2,4,6-triisopropylphenyl)ethanol (181531-14-6) → (1R,2RS)-1-(2,4,6-triisopropylphenyl)ethyl-2-hydroxy-1-pyrrolidinecarboxylate (245674-42-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / CH₂Cl₂ / 20 °C

2: 55 percent / 56 h / 85 °C

3: DIBAL-H / toluene / -78 °C

With diisobutylaluminium hydride; In dichloromethane; toluene; 1: Esterification / 2: Acylation / 3: Reduction;

DOI:10.1016/S0040-4039(99)01638-X

upstream raw materials:

(1R)-1-(2,4,6-triisopropylphenyl)ethyl-2-oxo-1-pyrrolidinecarboxylate

(1R)-1-(2,4,6-triisopropylphenyl)ethyl-1H-1-imidazolecarboxylate

(R)-(+)-1-(2,4,6-triisopropylphenyl)ethanol

Downstream raw materials:

(1R)-1-(2,4,6-triisopropylphenyl)ethyl-2,3-dihydro-1H-1-pyrrolecarboxylate