[(3aS,8aR)-3-(4-methylbenzoyl)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide

Base Information

• Chemical Name: [(3aS,8aR)-3-(4-methylbenzoyl)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide
• CAS No.: 404942-46-7
• Molecular Formula: C₁₉H₁₅N₃O₂
• Molecular Weight: 317.347
• Mol file: 404942-46-7.mol

Synonyms:[(3aS,8aR)-3-(4-methylbenzoyl)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide

Chemical Property of [(3aS,8aR)-3-(4-methylbenzoyl)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(3aS,8aR)-3-(4-methylbenzoyl)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide

There total 2 articles about [(3aS,8aR)-3-(4-methylbenzoyl)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide 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: 78.0%

4-methyl-benzoyl chloride (874-60-2) + [(3aS,8aR)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide (404942-39-8) → [(3aS,8aR)-3-(4-methylbenzoyl)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide (404942-46-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1016/S0040-4020(01)00933-4

Reference yield:

(1S,2R)-1-amino-2-indanol (7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8) → [(3aS,8aR)-3-(4-methylbenzoyl)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide (404942-46-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / ethanol / Heating

2: 78 percent / Et₃N / CH₂Cl₂ / 48 h / 20 °C

With triethylamine; In ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)00933-4

Reference yield:

rac-methylbenzylamine (618-36-0) + [(3aS,8aR)-3-(4-methylbenzoyl)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide (404942-46-7) → (S)-4-methyl-N-(1-phenylethyl)benzamide (19052-01-8) + (R)-4-methyl-N-(1-phenylethyl)benzamide (404942-59-2)

Guidance literature:

In tetrahydrofuran; acetonitrile; at -70 ℃; for 192h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)00933-4

upstream raw materials:

4-methyl-benzoyl chloride

[(3aS,8aR)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide

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

Downstream raw materials:

(S)-4-methyl-N-(1-phenylethyl)benzamide

(R)-4-methyl-N-(1-phenylethyl)benzamide