Oxazolidine, 4-phenyl-2-(trifluoromethyl)-, (2S,4R)-

Base Information

• Chemical Name: Oxazolidine, 4-phenyl-2-(trifluoromethyl)-, (2S,4R)-
• CAS No.: 203176-56-1
• Molecular Formula: C10H10F3NO
• Molecular Weight: 217.191
• DSSTox Substance ID: DTXSID70466154
• Nikkaji Number: J937.368C
• Wikidata: Q82292642
• Mol file: 203176-56-1.mol

Synonyms:203176-56-1;Oxazolidine, 4-phenyl-2-(trifluoromethyl)-, (2S,4R)-;DTXSID70466154;(2S,4R)-4-Phenyl-2-(trifluoromethyl)oxazolidine

Chemical Property of Oxazolidine, 4-phenyl-2-(trifluoromethyl)-, (2S,4R)-

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 217.07144843
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(NC(O1)C(F)(F)F)C2=CC=CC=C2
• Isomeric SMILES: C1[C@H](N[C@@H](O1)C(F)(F)F)C2=CC=CC=C2

Technology Process of Oxazolidine, 4-phenyl-2-(trifluoromethyl)-, (2S,4R)-

There total 25 articles about Oxazolidine, 4-phenyl-2-(trifluoromethyl)-, (2S,4R)- 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: 97.0%

(2S,4R)-2-trifluoromethyl-3-[(S)-2-methyl-3-phenylpropanoyl]-4-phenyloxazolidine (904296-09-9) → 2-methyl-3-phenylpropionic acid (1009-67-2,5628-72-8,14367-54-5,14367-67-0) + (2S,4R)-2-trifluoromethyl-4-phenyl-1,3-oxazolidine (203176-56-1)

Guidance literature:

(2S,4R)-2-trifluoromethyl-3-[(S)-2-methyl-3-phenylpropanoyl]-4-phenyloxazolidine; With lithium aluminium tetrahydride; In diethyl ether; at -10 ℃; for 0.5h;

With sodium chloride; In diethyl ether; at -10 - 20 ℃;

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 1.2h; Further stages.;

DOI:10.1002/anie.200600738

Reference yield: 90.0%

(2S,4R)-2-trifluoromethyl-3-[(S)-2-methyl-3-phenylpropanoyl]-4-phenyloxazolidine (904296-09-9) → (2S)-2-methyl-3-phenylpropanal (5445-77-2,42307-59-5,78964-59-7,63262-79-3) + (2S,4R)-2-trifluoromethyl-4-phenyl-1,3-oxazolidine (203176-56-1)

Guidance literature:

(2S,4R)-2-trifluoromethyl-3-[(S)-2-methyl-3-phenylpropanoyl]-4-phenyloxazolidine; With lithium aluminium tetrahydride; In diethyl ether; at -10 ℃; for 1.5h;

With sodium chloride; In diethyl ether; at 20 ℃; for 2.5h; Further stages.;

DOI:10.1002/anie.200600738

Reference yield: 82.0%

(2S,4R)-3-[(R)-2-benzyloxypropanoyl]-2-trifluoromethyl-4-phenyl-1,3-oxazolidine (1220352-28-2) → (R)-2-benzyloxypropionic acid (100836-85-9) + (2S,4R)-2-trifluoromethyl-4-phenyl-1,3-oxazolidine (203176-56-1)

Guidance literature:

(2S,4R)-3-[(R)-2-benzyloxypropanoyl]-2-trifluoromethyl-4-phenyl-1,3-oxazolidine; With lithium aluminium tetrahydride; In diethyl ether; at -10 ℃; for 2h; Inert atmosphere;

With water; sodium hydroxide; In diethyl ether; Further stages; Inert atmosphere;

DOI:10.1021/ol100211s

upstream raw materials:

2,2,2-Trifluoroacetaldehyde

D-2-phenylglycinol

2,2,2-trifluoro-1-methoxy-ethanol

(2S,4R)-2-trifluoromethyl-3-[(S)-2-methyl-3-phenylpropanoyl]-4-phenyloxazolidine

Downstream raw materials:

(2S,4R)-4-phenyl-3-phenylacetyl-2-trifluoromethyloxazolidine

(2S,4R)-3-[(2R)-2-fluoro-2-phenylacetyl]-4-phenyl-2-trifluoromethyloxazolidine

(2S,4R)-hexanoyl-4-phenyl-2-trifluoromethyloxazolidine

(2S,4R)-3-[(R)-2-fluorohexanoyl]-4-phenyl-2-trifluoromethyloxazolidine