(s)-4-Benzyl-2-methyloxazoline

Base Information

• Chemical Name: (s)-4-Benzyl-2-methyloxazoline
• CAS No.: 75866-72-7
• Molecular Formula: C11H13 N O
• Molecular Weight: 175.23
• European Community (EC) Number: 633-314-7
• DSSTox Substance ID: DTXSID00415993
• Nikkaji Number: J643.494K
• Wikidata: Q76303663
• Mol file: 75866-72-7.mol

Synonyms:75866-72-7;(s)-4-benzyl-2-methyloxazoline;SCHEMBL3252365;DTXSID00415993;2-Methyl-4beta-benzyl-2-oxazoline;AKOS024370901;AG-H-02521;(S)-4-BENZYL-2-METHYL-2-OXAZOLINE

Chemical Property of (s)-4-Benzyl-2-methyloxazoline

Chemical Property:

• Vapor Pressure: 0.0195mmHg at 25°C
• Refractive Index: n20/D 1.525(lit.)
• Boiling Point: 221 °C(lit.)
• Flash Point: 214 °F
• PSA: 21.59000
• Density: 1.05 g/mL at 25 °C(lit.)
• LogP: 1.48190
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

97% ^*data from raw suppliers

(S)-(-)-4-BENZYL-2-METHYL-2-OXAZOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(CO1)CC2=CC=CC=C2
• Isomeric SMILES: CC1=N[C@H](CO1)CC2=CC=CC=C2

Technology Process of (s)-4-Benzyl-2-methyloxazoline

There total 7 articles about (s)-4-Benzyl-2-methyloxazoline 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: 100.0%

(+)-1-(acetyl)-2(S)-benzylaziridine (75866-60-3) → (S)-4,5-dihydro-2-methyl-4-(phenylmethyl)oxazole (75866-72-7)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 2.5h; Heating;

Reference yield: 93.0%

L-Phenylalaninol (3182-95-4) + Triethyl orthoacetate (78-39-7) → (S)-4,5-dihydro-2-methyl-4-(phenylmethyl)oxazole (75866-72-7)

Guidance literature:

With acetic acid; In 1,2-dichloro-ethane; for 2h; Heating;

DOI:10.1021/jo971161x

Reference yield: 76.0%

N-[(1S)-1-benzyl-2-hydroxyethyl]acetamide (52485-51-5) → (S)-4,5-dihydro-2-methyl-4-(phenylmethyl)oxazole (75866-72-7)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -78 ℃; for 1h;

upstream raw materials:

(+)-1-(acetyl)-2(S)-benzylaziridine

N-[(1S)-1-benzyl-2-hydroxyethyl]acetamide

L-Phenylalaninol

ethyl acetimidate hydrochloride

Downstream raw materials:

[(R)-1-((S)-4-Benzyl-4,5-dihydro-oxazol-2-ylmethyl)-2-methyl-propyl]-carbamic acid methyl ester

[(S)-1-((S)-4-Benzyl-4,5-dihydro-oxazol-2-ylmethyl)-2-methyl-propyl]-carbamic acid methyl ester

(4S)-4-benzyl-2-methyl-2-thiazoline

(Rs,S)-4-benzyl-2-(p-toluenesulfinylmethyl)-1,3-oxazoline

Refernces

• 1、 Mawo, Relindis Y.,Johnson, Diane M.,Wood, Jessica L.,Smoliakova, Irina P.. "Synthesis and structural characterization of enantiopure exo and endo six-membered oxazoline-derived palladacycles". . p. 33 - 45. Retrieved 2008/03/14.
• 2、 Watanabe, Kazuhiro,Hirasawa, Takashi,Hiroi, Kunio. "Lewis acid-catalyzed asymmetric diels-alder reactions using chiral sulfoxide ligands: chiral 2-(arylsulfinylmethyl)-1,3-oxazoline derivatives.". . p. 372 - 379. Retrieved 2007/10/03.