(2S)-3alpha-Mesityloxirane-2beta-methanol

Base Information

Chemical Name:(2S)-3alpha-Mesityloxirane-2beta-methanol
CAS No.:287929-74-2
Molecular Formula:C12H16O2
Molecular Weight:192.258
Hs Code.:
DSSTox Substance ID:DTXSID801222990
Nikkaji Number:J1.340.240J
Mol file:287929-74-2.mol

Synonyms:DTXSID801222990;(2S)-3alpha-Mesityloxirane-2beta-methanol;(2S,3S)-3-(2,4,6-Trimethylphenyl)-2-oxiranemethanol;287929-74-2

Suppliers and Price of (2S)-3alpha-Mesityloxirane-2beta-methanol

Supply Marketing:

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

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Chemical Property of (2S)-3alpha-Mesityloxirane-2beta-methanol

Chemical Property:

XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:192.115029749
Heavy Atom Count:14
Complexity:193

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=CC(=C(C(=C1)C)C2C(O2)CO)C
Isomeric SMILES:CC1=CC(=C(C(=C1)C)[C@H]2[C@@H](O2)CO)C

Technology Process of (2S)-3alpha-Mesityloxirane-2beta-methanol

There total 3 articles about (2S)-3alpha-Mesityloxirane-2beta-methanol 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:

: 287929-73-1
(2E)-3-(2,4,6-trimethylphenyl)-2-propen-1-ol

: 287929-74-2
(2S,3S)-(+)-(2,4,6-timethylphenyl)oxirane-2-methanol

: (2R,3R)-(-)-(2,4,6-timethylphenyl)oxirane-2-methanol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; 4 A molecular sieve; L-(+)-diisopropyl tartrate; In 2,2,4-trimethylpentane; dichloromethane; at -30 ℃; for 8h;
DOI:10.1002/(SICI)1522-2675(20000510)83:5<972::AID-HLCA972>3.0.CO;2-9

Reference yield:

: 487-68-3
mesytaldehyde

: 287929-74-2
(2S,3S)-(+)-(2,4,6-timethylphenyl)oxirane-2-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / CH₂Cl₂ / 24 h / Heating

2: 86 percent / DIBAL-H / diethyl ether; hexane / 5 h / 20 °C

3: 4 Angstroem mol. sieves; titanium tetraisopropoxide; tert-butyl hydroperoxide / (+)-diisopropyl L-tartrate / CH₂Cl₂; 2,2,4-trimethyl-pentane / 8 h / -30 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; 4 A molecular sieve; diisobutylaluminium hydride; L-(+)-diisopropyl tartrate; In 2,2,4-trimethylpentane; diethyl ether; hexane; dichloromethane; 1: Condensation / 2: Reduction / 3: Oxidation;
DOI:10.1002/(SICI)1522-2675(20000510)83:5<972::AID-HLCA972>3.0.CO;2-9

Reference yield:

: 84001-90-1
(E)-ethyl 3-mesitylacrylate

: 287929-74-2
(2S,3S)-(+)-(2,4,6-timethylphenyl)oxirane-2-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / DIBAL-H / diethyl ether; hexane / 5 h / 20 °C

2: 4 Angstroem mol. sieves; titanium tetraisopropoxide; tert-butyl hydroperoxide / (+)-diisopropyl L-tartrate / CH₂Cl₂; 2,2,4-trimethyl-pentane / 8 h / -30 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; 4 A molecular sieve; diisobutylaluminium hydride; L-(+)-diisopropyl tartrate; In 2,2,4-trimethylpentane; diethyl ether; hexane; dichloromethane; 1: Reduction / 2: Oxidation;
DOI:10.1002/(SICI)1522-2675(20000510)83:5<972::AID-HLCA972>3.0.CO;2-9