(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
Hs Code.:
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)

Suppliers and Price of (R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
(R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one puriss., ≥99.0% (sum of enantiomers, HPLC)
250 mg
$ 75.10

Sigma-Aldrich
(R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one puriss., ≥99.0% (sum of enantiomers, HPLC)
250mg-f
$ 75.10

Chem-Impex
(R)-2-tert-Butyl-6-methyl-1,3-dioxin-4-one,≥99%(Chiralpurity) ≥99%(Chiralpurity)
250MG
$ 76.88

Total 1 raw suppliers

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 puriss., ≥99.0% (sum of enantiomers, HPLC) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
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
General Description **Conclusion:** (R)-2-TERT-BUTYL-6-METHYL-1,3-DIOXIN-4-ONE is a chiral acetylacetic acid derivative used as a key intermediate in the synthesis of enantiopure compounds. It can be prepared via bromination of (2R,6R)-2-tert-butyl-6-methyl-1,3-dioxan-4-one, followed by purification and palladium-catalyzed dehalogenation, yielding the product in approximately 45% yield on a multigram scale. (R)-2-TERT-BUTYL-6-METHYL-1,3-DIOXIN-4-ONE serves as an electrophilic building block for enantioselective synthesis.

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

: 107289-20-3
(2R)-2-(tert-butyl)-6-methyl-2H,4H-1,3-dioxin-4-one

Guidance literature:: With pyridine; dihydrogen peroxide; In dichloromethane; at 0 ℃;
DOI:10.1002/hlca.19860690523

Reference yield:

: 100017-18-3
(2R,6R)-2-tert-butyl-6-methyl-1,3-dioxan-4-one

: 107289-20-3
(2R)-2-(tert-butyl)-6-methyl-2H,4H-1,3-dioxin-4-one

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:

: 630-19-3
pivalaldehyde

: 107289-20-3
(2R)-2-(tert-butyl)-6-methyl-2H,4H-1,3-dioxin-4-one

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