Benzyl(3-oxiranylpropyl)carbamic acid tert-butyl ester

Base Information

• Chemical Name: Benzyl(3-oxiranylpropyl)carbamic acid tert-butyl ester
• CAS No.: 154874-92-7
• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 291.39
• DSSTox Substance ID: DTXSID201146716
• Nikkaji Number: J575.919F
• Mol file: 154874-92-7.mol

Synonyms:DTXSID201146716;Benzyl(3-oxiranylpropyl)carbamic acid tert-butyl ester;Carbamic acid, (3-oxiranylpropyl)(phenylmethyl)-, 1,1-dimethylethyl ester;154874-92-7

Chemical Property of Benzyl(3-oxiranylpropyl)carbamic acid tert-butyl ester

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 291.18344366
• Heavy Atom Count: 21
• Complexity: 331

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(CCCC1CO1)CC2=CC=CC=C2

Technology Process of Benzyl(3-oxiranylpropyl)carbamic acid tert-butyl ester

There total 1 articles about Benzyl(3-oxiranylpropyl)carbamic acid tert-butyl 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: 80.0%

Benzyl-pent-4-enyl-carbamic acid tert-butyl ester → N-(tert-butoxycarbonyl)-N-(4-oxa-4-pentenyl)benzylamine (154874-92-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Ambient temperature;

DOI:10.1021/jo981553j

Reference yield: 41.0%

N-(tert-butoxycarbonyl)-N-(4-oxa-4-pentenyl)benzylamine (154874-92-7) → 2-Phenyl-3-(hydroxymethyl)piperidine

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran;

DOI:10.1021/jo00081a002

Reference yield:

N-(tert-butoxycarbonyl)-N-(4-oxa-4-pentenyl)benzylamine (154874-92-7) → (2R,3R)-3-Hydroxymethyl-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester + (2R,3S)-3-Hydroxymethyl-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester + N-(tert-butoxycarbonyl)-2-phenyl-3-(hydroxymethyl)piperidine + N-(tert-butoxycarbonyl)-2-phenyl-3-(hydroxymethyl)piperidine

Guidance literature:

With n-butyllithium; (-)-sparteine; In toluene; at -78 ℃; Yield given; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo981553j