(4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4-isopropyl-4,5-dihydrooxazole)

Base Information

• Chemical Name: (4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4-isopropyl-4,5-dihydrooxazole)
• CAS No.: 131833-92-6
• Molecular Formula: C15H26N2O2
• Molecular Weight: 266.384
• European Community (EC) Number: 693-630-6
• ChEMBL ID: CHEMBL2448588
• DSSTox Substance ID: DTXSID80473814
• Nikkaji Number: J948.878B
• Wikidata: Q76422140
• Mol file: 131833-92-6.mol

Synonyms:131833-92-6;(4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4-isopropyl-4,5-dihydrooxazole);2,2-Bis((4S)-(-)-4-isopropyloxazoline)propane;(4S)-4-propan-2-yl-2-[2-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl]-4,5-dihydro-1,3-oxazole;(S,S)-2,2'-Isopropylidenebis(4-isopropyl-2-oxazoline);Oxazole, 2,2'-(1-methylethylidene)bis[4,5-dihydro-4-(1-methylethyl)-, (4S,4'S)-;(S)-4,5-DIHYDRO-2-(2-((S)-4,5-DIHYDRO-4-ISOPROPYLOXAZOL-2-YL)PROPAN-2-YL)-4-ISOPROPYLOXAZOLE;(4S)-4-(propan-2-yl)-2-{2-[(4S)-4-(propan-2-yl)-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl}-4,5-dihydro-1,3-oxazole;SCHEMBL918568;CHEMBL2448588;DTXSID80473814;MFCD08458310;AKOS025146550;AS-73640;CS-0093091;I1051;A11443;2,2-Bis((4S)-()-4-isopropyloxazoline)propane;2,2-Bis((4S)-( C)-4-isopropyloxazoline)propane;A909134;2,2-Bis[(4S)-4-isopropyl-2-oxazolin-2-yl]propane;2,2-Bis((4S)-(-)-4-isopropyloxazoline)propane, 96%

Chemical Property of (4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4-isopropyl-4,5-dihydrooxazole)

Chemical Property:

• Refractive Index: n20/D 1.4665
• Boiling Point: 329.6±25.0 °C(Predicted)
• PKA: 5.56±0.70(Predicted)
• PSA: 43.18000
• Density: 0.9864 g/mL at 25 °C
• LogP: 1.79040
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 266.199428076
• Heavy Atom Count: 19
• Complexity: 361

Purity/Quality:

97% ^*data from raw suppliers

(S,S)-2,2''-Isopropylidenebis(4-isopropyl-2-oxazoline) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1COC(=N1)C(C)(C)C2=NC(CO2)C(C)C
• Isomeric SMILES: CC(C)[C@H]1COC(=N1)C(C)(C)C2=N[C@H](CO2)C(C)C
• Uses: Bisoxazoline ligand - chiral catalyst for asymetric synthesis.

Technology Process of (4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4-isopropyl-4,5-dihydrooxazole)

There total 5 articles about (4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4-isopropyl-4,5-dihydrooxazole) 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: 90.0%

(S)-valinol (2026-48-4,473-75-6) + 2,2-dimethylmalononitrile (7321-55-3) → 2,2-bis[(4S)-4-isopropyloxazolin-2-yl]propane (131833-92-6)

Guidance literature:

With zinc trifluoromethanesulfonate; In toluene; for 48h; Heating;

DOI:10.1055/s-2005-872672

Reference yield: 84.0%

(-)-(S,S)-N,N'-bis(1-hydroxymethyl-2-methylpropyl)-2,2-dimethylmalonamide → 2,2-bis[(4S)-4-isopropyloxazolin-2-yl]propane (131833-92-6)

Guidance literature:

With ammonium molibdate; In toluene; for 3h; Heating;

DOI:10.1021/ol050543j

Reference yield:

C17H34N2O8S2 → 2,2-bis[(4S)-4-isopropyloxazolin-2-yl]propane (131833-92-6)

Guidance literature:

With sodium hydroxide; In methanol; water; for 3h; Reflux;

DOI:10.1002/chem.201904822

upstream raw materials:

(S)-valinol

2,2-dimethylmalononitrile

2,2-Dimethylmalonyl chloride

Downstream raw materials:

1,4-bis[2,2-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)ethyl]benzene