(2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-1,3-dioxolan-4-one

Base Information

• Chemical Name: (2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-1,3-dioxolan-4-one
• CAS No.: 1208231-99-5
• Molecular Formula: C₁₃H₁₅ClO₃
• Molecular Weight: 254.713
• Mol file: 1208231-99-5.mol

Synonyms:(2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-1,3-dioxolan-4-one

Chemical Property of (2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-1,3-dioxolan-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-1,3-dioxolan-4-one

There total 1 articles about (2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-1,3-dioxolan-4-one 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:

(R)-3-chloromandelic acid (16273-37-3,32222-43-8,52950-16-0,61008-98-8) + pivalaldehyde (630-19-3) → (2S,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-1,3-dioxolan-4-one + (2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-1,3-dioxolan-4-one (1208231-99-5)

Guidance literature:

With trifluorormethanesulfonic acid; In pentane; for 6h; optical yield given as %de; stereoselective reaction; Reflux;

DOI:10.1016/j.bmc.2011.08.061

Reference yield: 57.0%

1-Iodoheptane (4282-40-0) + (2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-1,3-dioxolan-4-one (1208231-99-5) → (2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-5-heptyl-1,3-dioxolan-4-one (1208232-02-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 3h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.bmc.2011.08.061

Reference yield:

(2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-1,3-dioxolan-4-one (1208231-99-5) → (R)-(-)-2-(3-chlorophenyl)-2-hydroxynonanamide (1208232-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide / tetrahydrofuran / -78 °C / Inert atmosphere

2: methanol; ammonia / 16 h / 20 °C

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ammonia; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/j.bmc.2011.08.061

upstream raw materials:

(R)-3-chloromandelic acid

pivalaldehyde

Downstream raw materials:

(R)-(-)-2-(3-chlorophenyl)-2-hydroxynonanamide

(2R,5R)-2-(tert-butyl)-5-(3-chlorophenyl)-5-heptyl-1,3-dioxolan-4-one