(S,S)-2,2'-METHYLENEBIS(4-PHENYL-2-OXAZOLINE)

Base Information

• Chemical Name: (S,S)-2,2'-METHYLENEBIS(4-PHENYL-2-OXAZOLINE)
• CAS No.: 132098-59-0
• Molecular Formula: C19H18N2O2
• Molecular Weight: 306.364
• European Community (EC) Number: 624-478-0
• Nikkaji Number: J782.899C
• Mol file: 132098-59-0.mol

Synonyms:2,2'-METHYLENEBIS[(4S)-4-PHENYL-2-OXAZOLINE];(S,S)-2,2'-METHYLENEBIS(4-PHENYL-2-OXAZOLINE);(S,S)-2,2''-METHYLENEBIS(4-PHENYL-2-OXAZOLINE) 97+%

Chemical Property of (S,S)-2,2'-METHYLENEBIS(4-PHENYL-2-OXAZOLINE)

Chemical Property:

• Refractive Index: 1.638
• Boiling Point: 458.9°Cat760mmHg
• PKA: 4.54±0.70(Predicted)
• Flash Point: 185.8°C
• PSA: 43.18000
• Density: 1.24g/cm³
• LogP: 2.58770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 306.136827821
• Heavy Atom Count: 23
• Complexity: 420

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2′-Methylenebis[(4S)-4-phenyl-2-oxazoline] 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N=C(O1)CC2=NC(CO2)C3=CC=CC=C3)C4=CC=CC=C4
• Isomeric SMILES: C1[C@@H](N=C(O1)CC2=N[C@H](CO2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of (S,S)-2,2'-METHYLENEBIS(4-PHENYL-2-OXAZOLINE)

There total 7 articles about (S,S)-2,2'-METHYLENEBIS(4-PHENYL-2-OXAZOLINE) 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: 83.0%

(2S)-2-phenylglycinol (20989-17-7) + diethyl malonate (105-53-3) → (S,S)-2,2'-methylenebis(4-phenyl-2-oxazoline) (132098-59-0)

Guidance literature:

With dimethyltin dichloride; In xylene; for 48h; Heating;

DOI:10.1016/S0040-4039(00)60600-7

Reference yield: 76.0%

(2S)-2-phenylglycinol (20989-17-7) + diethyl malonoimidate dihydrochloride (10344-69-1) → (S,S)-2,2'-methylenebis(4-phenyl-2-oxazoline) (132098-59-0)

Guidance literature:

In dichloromethane; at 20 ℃; for 68h; Inert atmosphere;

DOI:10.1021/acs.organomet.9b00533

Reference yield:

N,N'-Bis-((S)-2-chloro-1-phenyl-ethyl)-malonamide (133463-99-7) → (S,S)-2,2'-methylenebis(4-phenyl-2-oxazoline) (132098-59-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; ethanol; at 70 ℃;

DOI:10.1002/hlca.19910740123

upstream raw materials:

(2S)-2-phenylglycinol

diethyl malonoimidate dihydrochloride

N,N'-Bis-((S)-2-chloro-1-phenyl-ethyl)-malonamide

diethyl malonate

Downstream raw materials:

2,2'-[2-(4-vinylphenyl)-1-(4-vinylbenzyl)ethylidene]bis[(4S)-4-phenyl-4,5-dihydro-2-oxazole]

Refernces

• 1、 -. "SYNTHESIS OF SMALL MOLECULES INSPIRED BY PHOMOXANTHONE A". Page/Page column 91-92; 93. . Retrieved 2022/02/28.
• 2、 Guan, Yong,Attard, Jonathan W.,Mattson, Anita E.. "Copper Bis(oxazoline)-Catalyzed Enantioselective Alkynylation of Benzopyrylium Ions". supporting information. p. 1742 - 1747. Retrieved 2020/02/05.