(2S-cis)-3-(1,1-Dimethylethyl)-2-phenyloxazolidine-5-methanol

Base Information

• Chemical Name: (2S-cis)-3-(1,1-Dimethylethyl)-2-phenyloxazolidine-5-methanol
• CAS No.: 59697-07-3
• Molecular Formula: C₁₄H₂₁NO₂
• Molecular Weight: 235.326
• European Community (EC) Number: 261-863-9
• DSSTox Substance ID: DTXSID701169050
• Nikkaji Number: J298.210B
• Mol file: 59697-07-3.mol

Synonyms:59697-07-3;(Cis-3-(tert-butyl)-2-phenyloxazolidin-5-yl)methanol;EINECS 261-863-9;(2S-cis)-3-(1,1-Dimethylethyl)-2-phenyloxazolidine-5-methanol;DTXSID701169050;(2S,5S)-3-(1,1-Dimethylethyl)-2-phenyl-5-oxazolidinemethanol;5-Oxazolidinemethanol, 3-(1,1-dimethylethyl)-2-phenyl-, (2S-cis)-

Chemical Property of (2S-cis)-3-(1,1-Dimethylethyl)-2-phenyloxazolidine-5-methanol

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 235.157228913
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)N1CC(OC1C2=CC=CC=C2)CO
• Isomeric SMILES: CC(C)(C)N1C[C@H](O[C@H]1C2=CC=CC=C2)CO

Technology Process of (2S-cis)-3-(1,1-Dimethylethyl)-2-phenyloxazolidine-5-methanol

There total 2 articles about (2S-cis)-3-(1,1-Dimethylethyl)-2-phenyloxazolidine-5-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:

benzaldehyde (100-52-7) + (R)-1-tert-butylamino-2,3-dihydroxypropane (59207-70-4) → (R)-2-phenyl-3-tert-butyl-5-(hydroxymethyl)oxazolidine (30315-49-2,59697-07-3,59697-08-4,101758-66-1,101758-67-2)

Guidance literature:

at 150 ℃; Yield given;

DOI:10.1021/jo00086a052

Reference yield:

→ (3-tert-butyl-2-phenyl-oxazolidin-5-yl)-methanol (30315-49-2,59697-07-3,59697-08-4,101758-66-1,101758-67-2)

Guidance literature:

Reference yield: 85.0%

(R)-2-phenyl-3-tert-butyl-5-(hydroxymethyl)oxazolidine (30315-49-2,59697-07-3,59697-08-4,101758-66-1,101758-67-2) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → (2RS,2'R,4'RS)-3-(3'-N,2'-O-Benzylidene-N-tert-butyl-1'-glyceroxy)-1,2-epoxypropane

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; for 3.5h; Ambient temperature;

DOI:10.1021/jo00086a052

upstream raw materials:

benzaldehyde

(R)-1-tert-butylamino-2,3-dihydroxypropane

Downstream raw materials:

6-((2S,5Ξ)-3-tert-butyl-2-phenyl-oxazolidin-5-ylmethoxy)-nicotinonitrile

Methanesulfonic acid (R)-3-tert-butyl-2-phenyl-oxazolidin-5-ylmethyl ester

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