(1R,2R)-1β,2α-Cyclopentanedicarboxylic acid

Base Information

• Chemical Name: (1R,2R)-1β,2α-Cyclopentanedicarboxylic acid
• CAS No.: 17224-73-6
• Molecular Formula: C₇H₁₀O₄
• Molecular Weight: 158.154
• Mol file: 17224-73-6.mol

Synonyms:cyclopentane-trans-1,2-dicarboxylic acid;(R)-trans-Cyclopentan-dicarbonsaeure-(1.2);1,2-Cyclopentanedicarboxylic acid, (1R-trans)-;Cyclopentan-1,2-dicarbonsaeure;(R)-trans-cyclopentane-dicarboxylic acid-(1.2);(1R,2R)-Cyclopentane-1,2-dicarboxylic acid;(1R-trans)-1,2-cyclopentanedicarboxylic acid;(-)(1R,2R)-1,2-Cyclopentandicarbonsaeure;

Chemical Property of (1R,2R)-1β,2α-Cyclopentanedicarboxylic acid

Chemical Property:

• Melting Point: 184-185 °C
• Boiling Point: 378.6±35.0 °C(Predicted)
• PKA: 4.10±0.40(Predicted)
• PSA: 74.60000
• Density: 1.396±0.06 g/cm3(Predicted)
• LogP: 0.57190
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Methanol

Purity/Quality:

99% ^*data from raw suppliers

(1R,2R)-1,2-CyclopentanedicarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (1R,2R)-1,2-Cyclopentanedicarboxylic Acid is an intermediate in the synthesis of trans-1,2-Dimethylcyclopentane (D464925). trans-1,2-Dimethylcyclopentane was found in sedimentary rocks and was one of the hydrocarbons used to determine its maturation history.

Technology Process of (1R,2R)-1β,2α-Cyclopentanedicarboxylic acid

There total 1 articles about (1R,2R)-1β,2α-Cyclopentanedicarboxylic acid 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:

opt.akt.-6,10-Dithiaspiro<4.5>decan-2,3-trans-dicarbonsaeure-dimethylester → Cyclopentan-1,2-trans-dicarbonsaeure (1461-96-7,1461-97-8,17224-73-6,21917-20-4,50483-99-3,80656-14-0)

Guidance literature:

Multistep reaction; (i) Raney-Ni, (ii) aq. NaOH;

DOI:10.1002/hlca.19680510815

Reference yield:

(1R,2R)-cyclopentane-1,2-dicarboxylic acid (17224-73-6) → (1R,2R)-bis-[4'-(R)-phenyl-4',5'-dihydro-1',3'-oxazolin-2'-yl]-cyclopentane

Guidance literature:

Multi-step reaction with 3 steps

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

2.1: 3.018 g / triethylamine / CH₂Cl₂ / 0 - 20 °C

3.1: diethylaminosulfur trifluoride / CH₂Cl₂ / -78 °C

3.2: 90 percent / potassium carbonate / CH₂Cl₂ / -78 - 20 °C

With oxalyl dichloride; diethylamino-sulfur trifluoride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2005.12.036

Reference yield:

(1R,2R)-cyclopentane-1,2-dicarboxylic acid (17224-73-6) → (1R,2R)-bis-[4'-(S)-phenyl-4',5'-dihydro-1',3'-oxazolin-2'-yl]-cyclopentane

Guidance literature:

Multi-step reaction with 3 steps

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

2.1: 2.780 g / triethylamine / CH₂Cl₂ / 0 - 20 °C

3.1: diethylaminosulfur trifluoride / CH₂Cl₂ / -78 °C

3.2: 80 percent / potassium carbonate / CH₂Cl₂ / -78 - 20 °C

With oxalyl dichloride; diethylamino-sulfur trifluoride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2005.12.036

Downstream raw materials:

(1R,2R)-1,2-(dihydroxymethyl)cyclopentane

(R_.R)-Cyclopentan-1.2-dicarbonsaeure-dichlorid

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

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