(S)-(-)-4-tert-Butyl-2-oxazolidinone

Base Information

• Chemical Name: (S)-(-)-4-tert-Butyl-2-oxazolidinone
• CAS No.: 54705-42-9
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• Hs Code.: 2934999090
• European Community (EC) Number: 828-370-6
• DSSTox Substance ID: DTXSID90426210
• Nikkaji Number: J1.010.951E
• Mol file: 54705-42-9.mol

Synonyms:54705-42-9;(S)-(-)-4-tert-Butyl-2-oxazolidinone;(S)-4-tert-Butyl-2-oxazolidinone;(4S)-4-tert-butyl-1,3-oxazolidin-2-one;2-Oxazolidinone, 4-(1,1-dimethylethyl)-, (4S)-;(S)-4-(tert-butyl)oxazolidin-2-one;SCHEMBL2846867;DTXSID90426210;(S)-4-tert-butyloxazolidin-2-one;(4S)-4-tert-butyl-2-oxazolidinone;MFCD00221503;(4S)-4-tert-Butyloxazolidine-2-one;AKOS026751506;AT13625;AC-13037;BS-49473;(S)-4-tert-Butyl-2-oxazolidinone, 99%;CS-0097462;(S)-(-)-4-T-BUTYL-2-OXAZOLIDINONE;EN300-1723746;A830332

Chemical Property of (S)-(-)-4-tert-Butyl-2-oxazolidinone

Chemical Property:

• Appearance/Colour: white or almost white crystalline powder
• Vapor Pressure: 0.00225mmHg at 25°C
• Melting Point: 118-120 °C(lit.)
• Refractive Index: 1.448
• Boiling Point: 289.1 °C at 760 mmHg
• PKA: 12.84±0.40(Predicted)
• Flash Point: 128.6 °C
• PSA: 38.33000
• Density: 1.033 g/cm³
• LogP: 1.46970
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

(S)-4-tert-Butyl-2-oxazolidinone 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)C1COC(=O)N1
• Isomeric SMILES: CC(C)(C)[C@H]1COC(=O)N1
• Uses: Versatile chiral auxiliary for asymmetric synthesis. For a recent review, see Aldrichimica Acta .

Technology Process of (S)-(-)-4-tert-Butyl-2-oxazolidinone

There total 2 articles about (S)-(-)-4-tert-Butyl-2-oxazolidinone 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: 95.0%

(S)-4-(tert-butyl)-3-(6-propylpyridin-2-yl)oxazolidin-2-one → (S)-4-tert-butyloxazolidin-2-one (54705-42-9) + (S)-coniine hydrochloride (555-92-0,15991-59-0,51541-42-5,88057-03-8)

Guidance literature:

(S)-4-(tert-butyl)-3-(6-propylpyridin-2-yl)oxazolidin-2-one; With hydrogen; acetic acid; 20% palladium hydroxide on carbon; at 40 ℃; for 22h; under 75007.5 Torr;

With hydrogenchloride; In methanol; water; Product distribution / selectivity;

Reference yield:

6-(4-tert-butyl-2-oxo-oxazolidin-3-yl)-pyridine-2-carbaldehyde → (S)-4-tert-butyloxazolidin-2-one (54705-42-9) + (2R)-piperidin-2-ylmethanol (3197-44-2)

Guidance literature:

Product distribution / selectivity;

Reference yield: 97.0%

(S)-4-tert-butyloxazolidin-2-one (54705-42-9) + cinnamoyl chloride (102-92-1,17082-09-6) → (S)‐4‐(tert‐butyl)‐3‐cinnamoyloxazolidin‐2‐one

Guidance literature:

(S)-4-tert-butyloxazolidin-2-one; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Inert atmosphere;

cinnamoyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1039/c9cc07068k

Downstream raw materials:

3-<(E)-3-phenylpropenoyl>-4-(S)-tert-butyl-2-oxazolidinone

4-tert-butyl-2-methoxy-4,5-dihydro-oxazole

(Z)-4-tert-butyl-3-(2-phenylpropenyl)oxazolidin-2-one

(E)-4-tert-butyl-3-(2-phenylpropenyl)oxazolidin-2-one

Refernces