tert-Butyl (3-oxo-2-phenylpropyl)carbamate

Base Information

• Chemical Name: tert-Butyl (3-oxo-2-phenylpropyl)carbamate
• CAS No.: 127087-63-2
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.31
• DSSTox Substance ID: DTXSID301223074
• Nikkaji Number: J1.937.479C
• Mol file: 127087-63-2.mol

Synonyms:tert-Butyl (3-oxo-2-phenylpropyl)carbamate;SCHEMBL3648358;KRNRHNFYUAEYFC-UHFFFAOYSA-N;DTXSID301223074;127087-63-2;1,1-Dimethylethyl N-(3-oxo-2-phenylpropyl)carbamate

Chemical Property of tert-Butyl (3-oxo-2-phenylpropyl)carbamate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC(C=O)C1=CC=CC=C1

Technology Process of tert-Butyl (3-oxo-2-phenylpropyl)carbamate

There total 11 articles about tert-Butyl (3-oxo-2-phenylpropyl)carbamate 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: 93.0%

(3-hydroxy-2-phenylpropyl)carbamic acid tert-butyl ester (127087-62-1) → (3-oxo-2-phenylpropyl)carbamic acid tert-butyl ester (127087-63-2)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 1h;

DOI:10.1021/jo030284g

Reference yield:

methyl 3-((tert-butoxycarbonyl)amino)-2-phenylpropanoate (1211383-27-5) → (3-oxo-2-phenylpropyl)carbamic acid tert-butyl ester (127087-63-2)

Guidance literature:

With diisobutylaluminium hydride; In hexanes; dichloromethane; at -78 ℃; for 1.75h; Inert atmosphere;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (3-oxo-2-phenylpropyl)carbamic acid tert-butyl ester (127087-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.600 g / NaHCO₃ / acetone; H₂O / 4 h

2: 93 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; water; acetone; 2: Dess-Martin oxidation;

DOI:10.1021/jo030284g

upstream raw materials:

(3-hydroxy-2-phenylpropyl)carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

3-Hydroxy-2-phenyl-1-aminopropane

3-((tert-butyldimethylsilyl)oxy)-2-phenylpropan-1-ol

Downstream raw materials:

methyl 1-({3-[(tert-butoxycarbonyl)amino]-2-phenylpropyl}amino)yclopentanecarboxylate

DL-N-(t-butoxycarbonyl)-2-phenyl-β-alanine

hexahydro-4-oxo-5-phenyl-3a,5-bis(phenylselanyl)furo[2,3-b]pyridine-7-carboxylic acid tert-butyl ester

[3-hydroxy-3-(tetrahydro-2-hydroxyfuran-3-yl)-2-phenylpropyl]carbamic acid tert-butyl ester