N-Benzoyl-beta-alanine 4-oxotricyclo[3.3.1.13,7]dec-1-yl ester

Base Information

• Chemical Name: N-Benzoyl-beta-alanine 4-oxotricyclo[3.3.1.13,7]dec-1-yl ester
• CAS No.: 517914-08-8
• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.407
• DSSTox Substance ID: DTXSID701190887
• Mol file: 517914-08-8.mol

Synonyms:DTXSID701190887;N-Benzoyl-beta-alanine 4-oxotricyclo[3.3.1.13,7]dec-1-yl ester;517914-08-8

Chemical Property of N-Benzoyl-beta-alanine 4-oxotricyclo[3.3.1.13,7]dec-1-yl ester

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 341.16270821
• Heavy Atom Count: 25
• Complexity: 548

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2CC3CC(C2)(CC1C3=O)OC(=O)CCNC(=O)C4=CC=CC=C4

Technology Process of N-Benzoyl-beta-alanine 4-oxotricyclo[3.3.1.13,7]dec-1-yl ester

There total 2 articles about N-Benzoyl-beta-alanine 4-oxotricyclo[3.3.1.13,7]dec-1-yl ester 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:

chemantane (20098-14-0) + N-benzoyl-beta-alanine (3440-28-6) → 1-(N-benzoyl-β-alanyloxy)adamantan-4-one (517914-08-8)

Guidance literature:

With diethyl-pyridin-4-yl-amine; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1023/A:1020989123733

Reference yield:

2-Adamantanone (700-58-3) → 1-(N-benzoyl-β-alanyloxy)adamantan-4-one (517914-08-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: cc. HNO₃ / 74 h / 20 - 60 °C

1.2: 9 g / aq. H₂SO₄ / 1 h / Heating

2.1: 0.97 g / dicyclohexylcarbodiimide; diethylaminopyridine / tetrahydrofuran / 12 h / 20 °C

With diethyl-pyridin-4-yl-amine; nitric acid; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1023/A:1020989123733

Reference yield:

1-(N-benzoyl-β-alanyloxy)adamantan-4-one (517914-08-8) → 3-Benzoylamino-propionic acid (1S,3R,4R,5S,7S)-4-hydroxy-adamantan-1-yl ester + 3-Benzoylamino-propionic acid (1S,3R,4S,5S,7S)-4-hydroxy-adamantan-1-yl ester

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 3h;

DOI:10.1023/A:1020989123733

upstream raw materials:

chemantane

N-benzoyl-beta-alanine

2-Adamantanone