trans-cyclopentane-1,2-dicarbonyl dichloride

Base Information

• Chemical Name: trans-cyclopentane-1,2-dicarbonyl dichloride
• CAS No.: 45869-27-0
• Molecular Formula: C₇H₈Cl₂O₂
• Molecular Weight: 195.045
• Mol file: 45869-27-0.mol

Synonyms:trans-cyclopentane-1,2-dicarbonyl dichloride

Chemical Property of trans-cyclopentane-1,2-dicarbonyl dichloride

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-cyclopentane-1,2-dicarbonyl dichloride

There total 6 articles about trans-cyclopentane-1,2-dicarbonyl dichloride 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:

trans-1,2-cyclopentanedicarboxylic acid (80656-14-0) → trans-cyclopentane-1,2-dicarbonyl dichloride (45869-27-0,287946-59-2,501666-10-0)

Guidance literature:

With thionyl chloride;

DOI:10.1021/jo01178a005

Reference yield:

(1R,2R)-cyclopentane-1,2-dicarboxylic acid (17224-73-6) → (R.R)-Cyclopentan-1.2-dicarbonsaeure-dichlorid (45869-27-0,287946-59-2,501666-10-0)

Guidance literature:

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2005.12.036

Reference yield:

cyclopentane-cis-1,2-dicarboxylic acid anhydride (35878-28-5,743438-34-8) → (R.R)-Cyclopentan-1.2-dicarbonsaeure-dichlorid (45869-27-0,287946-59-2,501666-10-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 95 percent / quinidine

2.1: LDA / tetrahydrofuran / 4 h / -78 °C

2.2: 80 percent / HCl / H₂O; tetrahydrofuran

3.1: 97 percent / sodium hydroxide / methanol / 4 h / 20 °C

4.1: oxalyl chloride / dimethylformamide; CH₂Cl₂ / 0 - 20 °C

With sodium hydroxide; oxalyl dichloride; lithium diisopropyl amide; quinidine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2005.12.036

upstream raw materials:

(1R,2R)-cyclopentane-1,2-dicarboxylic acid

cyclopentane-cis-1,2-dicarboxylic acid anhydride

trans-(1R,2R)-cyclopentane-1-carboxylic acid methyl ester 2-carboxylic acid

(1R,2S)-cis-2-methoxycarbonyl-cyclopentane-1-carboxylic acid

Downstream raw materials:

(1R,2R)-cyclopentane-1,2-dicarboxylic acid bis[(2'-hydroxy-1'-(R)-phenylethyl)-amide]

(1R,2R)-cyclopentane-1,2-dicarboxylic acid bis[(2'-hydroxy-1'-(S)-phenylethyl)-amide]

trans-Cyclopentan-1,2-dicarbonsaeureamid

rel-(1R,2R)-1,2-diacetylcyclopentane

Refernces

• 1、 Atodiresei, Iuliana,Schiffers, Ingo,Bolm, Carsten. "Asymmetric synthesis of chiral bisoxazolines and their use as ligands in metal catalysis". . p. 620 - 633. Retrieved 2007/10/03.