(R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one

Base Information

• Chemical Name: (R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one
• CAS No.: 107289-20-3
• Molecular Formula: C9H14O3
• Molecular Weight: 170.20600
• DSSTox Substance ID: DTXSID70545135
• Nikkaji Number: J461.998F
• Wikidata: Q82422527
• Mol file: 107289-20-3.mol

Synonyms:(R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one;107289-20-3;(2R)-2-tert-butyl-6-methyl-1,3-dioxin-4-one;(R)-2-tert-butyl-6-methyl-4H-1,3-dioxin-4-one;(2R)-2-tert-Butyl-6-methyl-2H,4H-1,3-dioxin-4-one;SCHEMBL10718682;DTXSID70545135;HWPXDBBVCANLFT-MRVPVSSYSA-N;AKOS015913615;2-tert-Butyl-6-methyl-4H-1,3-dioxin-4-one #;(2R)-2-tert-butyl-6-methyl-2,4-dihydro-1,3-dioxin-4-one;4H-1,3-Dioxin-4-one, 2-(1,1-dimethylethyl)-6-methyl-, (R)-;(R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one, puriss., >=99.0% (sum of enantiomers, HPLC)

Chemical Property of (R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• Melting Point: 60-62oC
• Boiling Point: 259.4oC at 760 mmHg
• Flash Point: 102.7oC
• PSA: 35.53000
• Density: 1.047g/cm3
• LogP: 1.83580
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 170.094294304
• Heavy Atom Count: 12
• Complexity: 222

Purity/Quality:

99.0%min ^*data from raw suppliers

(R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one,≥99%(Chiralpurity) ≥99%(Chiralpurity) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)OC(O1)C(C)(C)C
• Isomeric SMILES: CC1=CC(=O)O[C@@H](O1)C(C)(C)C

Technology Process of (R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one

There total 3 articles about (R)-2-tert-Butyl-6-methyl-1,3-dioxin-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: 82.0%

(2R,6R)-2-tert-Butyl-6-methyl-5-phenylselanyl-[1,3]dioxan-4-one → (2R)-2-(tert-butyl)-6-methyl-2H,4H-1,3-dioxin-4-one (107289-20-3)

Guidance literature:

With pyridine; dihydrogen peroxide; In dichloromethane; at 0 ℃;

DOI:10.1002/hlca.19860690523

Reference yield:

(2R,6R)-2-tert-butyl-6-methyl-1,3-dioxan-4-one (100017-18-3) → (2R)-2-(tert-butyl)-6-methyl-2H,4H-1,3-dioxin-4-one (107289-20-3)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydrogen; triethylamine; palladium; Yield given. Multistep reaction; 1) CCl₄, reflux, 3h; 2) EtOH, 6h;

DOI:10.1002/hlca.19870700423

Reference yield:

pivalaldehyde (630-19-3) → (2R)-2-(tert-butyl)-6-methyl-2H,4H-1,3-dioxin-4-one (107289-20-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / Dowex 50W / CH₂Cl₂

2: 1.) LDA / 1.) THF, -75 deg C, 2.) -75 deg C

3: 82 percent / 30percent H₂O₂, pyridine / CH₂Cl₂ / 0 °C

With pyridine; dihydrogen peroxide; lithium diisopropyl amide; Dowex 50W; In dichloromethane;

DOI:10.1002/hlca.19860690523

upstream raw materials:

(2R,6R)-2-tert-butyl-6-methyl-1,3-dioxan-4-one

pivalaldehyde

Downstream raw materials:

(2'R,3R)-4-(2'-tert-Butyl-4'-oxo-4'H-1',3'-dioxin-6'-yl)-3-phenylbutyraldehyd

(S)-4-((R)-2-tert-Butyl-6-oxo-6H-[1,3]dioxin-4-yl)-3-phenyl-butyraldehyde

(3'E,2R,2'RS)-2-tert-Butyl-6-(2'-hydroxy-4'-phenyl-3'-butenyl)-4H-1,3-dioxin-4-on

(R)-2-tert-Butyl-6-((E)-(R)-2-hydroxy-4-phenyl-but-3-enyl)-[1,3]dioxin-4-one