(3aR,6aR)-2,2-Dimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one

Base Information

• Chemical Name: (3aR,6aR)-2,2-Dimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one
• CAS No.: 115509-13-2
• Molecular Formula: C8H10 O3
• Molecular Weight: 154.166
• European Community (EC) Number: 825-377-6
• DSSTox Substance ID: DTXSID30451182
• Nikkaji Number: J605.661J
• Wikidata: Q82271077
• Mol file: 115509-13-2.mol

Synonyms:115509-13-2;(3aR,6aR)-2,2-Dimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one;(-)-(3aR,6aR)-3a,6a-Dihydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-one;(3aR,6aR)-3a,6a-dihydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-one;(3aR,6aR)-2,2-dimethyl-2H,3aH,4H,6aH-cyclopenta[d][1,3]dioxol-4-one;(3aR,6aR)-2,2-dimethyl-3a,6a-dihydrocyclopenta[d][1,3]dioxol-4-one;MFCD08166479;SCHEMBL2020633;rel-((3aR,6aR)-2,2-Dimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one);DTXSID30451182;AKOS016842803;AM802965;AS-34565;CS-0038699;EN300-269066;A856331;2alpha,3alpha-(Isopropylidenedioxy)-4-cyclopenten-1-one;4H-Cyclopenta-1,3-dioxol-4-one,3a,6a-dihydro-2,2-dimethyl-,(3ar,6ar)-;(3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-2H,4H-cyclopenta[d][1,3]dioxol-4-one;4H-Cyclopenta-1,3-dioxol-4-one, 3a,6a-dihydro-2,2-dimethyl-, (3aR,6aR)-

Chemical Property of (3aR,6aR)-2,2-Dimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one

Chemical Property:

• Vapor Pressure: 0.031mmHg at 25°C
• Melting Point: 68.6-70.1 °C
• Boiling Point: 243.842°C at 760 mmHg
• Flash Point: 91.74°C
• PSA: 35.53000
• Density: 1.157g/cm³
• LogP: 0.64540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 154.062994177
• Heavy Atom Count: 11
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

(3AR,6AR)-3A,6A-Dihydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C=CC(=O)C2O1)C
• Isomeric SMILES: CC1(O[C@@H]2C=CC(=O)[C@@H]2O1)C
• Uses: (3AR,6AR)-3A,6A-Dihydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-one can be used as PRMT5 inhibitors to treat cancer, infectious diseases, and other PRMT5 related disorders.

Technology Process of (3aR,6aR)-2,2-Dimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one

There total 75 articles about (3aR,6aR)-2,2-Dimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-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: 97.0%

2,2-dimethyl-4-<(N-methylphenylsulfonimidoyl)methyl>-3αβ,6αβ-dihydro-4H-cyclopenta-1,3-dioxol-4-ol (115420-44-5,115509-14-3) → (3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one (115509-13-2)

Guidance literature:

With silica gel; In toluene; for 9h; Heating;

DOI:10.1021/ja00222a034

Reference yield: 97.0%

(3aR,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-one → (3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one (115509-13-2)

Guidance literature:

With ammonium chloride; In water; acetone; at 25 ℃; for 6h;

DOI:10.1021/jo970616f

Reference yield: 95.0%

(4R,5R)-1-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)prop-2-en-1-ol (683276-43-9) → (3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one (115509-13-2)

Guidance literature:

(4R,5R)-1-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)prop-2-en-1-ol; Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 4h;

With pyridinium chlorochromate; In dichloromethane; for 12h;

upstream raw materials:

dimethyl lithiomethylphosphonate

(3aR,6aS)-6-Methoxy-2,2-dimethyl-dihydro-furo[3,4-d][1,3]dioxol-4-one

2,2-dimethyl-4-<(N-methylphenylsulfonimidoyl)methyl>-3αβ,6αβ-dihydro-4H-cyclopenta-1,3-dioxol-4-ol

C₂₆H₃₀O₆

Downstream raw materials:

(3aR,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyldihydro-3aH-cyclopenta[d][1,3]dioxol-4(5H)-one

(2R,3R,4R)-4-benzyloxymethyl-2,3-dimethylmethylenedioxy-cyclopentanone

(3aS,4S,6R)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol

(2R,3S,4S)-4-(p-methoxybenzyl)thio-2,3-(isopropylidenedioxy)-1-cyclopentanone