(3aS,3'aS,8aR,8'aR)-2,2'-(1-Methylethylidene)bis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole

Base Information

• Chemical Name: (3aS,3'aS,8aR,8'aR)-2,2'-(1-Methylethylidene)bis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole
• CAS No.: 175166-51-5
• Molecular Formula: C23H22N2O2
• Molecular Weight: 358.43
• Mol file: 175166-51-5.mol

Synonyms:(3aS,3'aS,8aR,8'aR)-2,2'-(1-Methylethylidene)bis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole

Chemical Property of (3aS,3'aS,8aR,8'aR)-2,2'-(1-Methylethylidene)bis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole

Chemical Property:

• Melting Point: 177-178 °C
• Boiling Point: 500.5±50.0 °C(Predicted)
• PKA: 5.69±0.20(Predicted)
• PSA: 43.18000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: 3.07320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

(3aS,3'aS,8aR,8'aR)-2,2'-(1-Methylethylidene)bis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole], 98%, (99% ee) (99% ee) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,3'aS,8aR,8'aR)-2,2'-(1-Methylethylidene)bis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole

There total 15 articles about (3aS,3'aS,8aR,8'aR)-2,2'-(1-Methylethylidene)bis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole 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%

bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane (180186-94-1) + methyl iodide (74-88-4) → (1R,2S)-Inda-Box (175166-51-5,189623-45-8)

Guidance literature:

bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine; In tetrahydrofuran; at -20 ℃; for 3h;

methyl iodide; In tetrahydrofuran; at 60 ℃; for 24h;

DOI:10.1021/ol053036a

Reference yield: 100.0%

2,2-dimethylmalononitrile (7321-55-3) + (1R,2S)-1-Amino-2-indanol (136030-00-7) → (1R,2S)-Inda-Box (175166-51-5,189623-45-8)

Guidance literature:

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

DOI:10.1055/s-2005-872672

Reference yield: 95.0%

[3aS-[2(3'aR*,8'aS*),3a,8a]]methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] (175166-49-1) + methyl iodide (74-88-4) → (3aS,3a'S,8aR,8a'R)-2,2'-(propane-2,2-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]oxazole) (175166-51-5,189623-45-8)

Guidance literature:

[3aS-[2(3'aR*,8'aS*),3a,8a]]methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole]; With methyllithium; In tetrahydrofuran; diethyl ether; at -55 ℃; for 1h;

methyl iodide; In tetrahydrofuran; diethyl ether; for 4h; Heating;

DOI:10.1021/ol070092y

upstream raw materials:

2,2-dimethylmalononitrile

cis-1,2-indandiol

(1S,2R)-1-amino-2-indanol

ethanolamine

Refernces

• 1、 Kurosu, Michio,Porter, James R.,Foley, Michael A.. "An efficient synthesis of indane-derived bis(oxazoline) and its application to hetero Diels-Alder reactions on polymer support". . p. 145 - 148. Retrieved 2004.
• 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.
• 3、 Hari, Durga Prasad,Waser, Jerome. "Enantioselective Copper-Catalyzed Oxy-Alkynylation of Diazo Compounds". supporting information. p. 8420 - 8423. Retrieved 2017/07/06.