Benzyl [(2S)-1-oxo-1-phenylpropan-2-yl]carbamate

Base Information

• Chemical Name: Benzyl [(2S)-1-oxo-1-phenylpropan-2-yl]carbamate
• CAS No.: 54064-02-7
• Molecular Formula: C17H17NO3
• Molecular Weight: 283.327
• DSSTox Substance ID: DTXSID40554451
• Nikkaji Number: J2.246.943F
• Wikidata: Q82435448
• Mol file: 54064-02-7.mol

Synonyms:54064-02-7;DTXSID40554451;Benzyl [(2S)-1-oxo-1-phenylpropan-2-yl]carbamate

Chemical Property of Benzyl [(2S)-1-oxo-1-phenylpropan-2-yl]carbamate

Chemical Property:

• Melting Point: 73-74 °C
• Boiling Point: 463.0±38.0 °C(Predicted)
• PSA: 58.89000
• Density: 1.161±0.06 g/cm3(Predicted)
• LogP: 3.38860
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 283.12084340
• Heavy Atom Count: 21
• Complexity: 344

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)C1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C[C@@H](C(=O)C1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl [(2S)-1-oxo-1-phenylpropan-2-yl]carbamate

There total 2 articles about Benzyl [(2S)-1-oxo-1-phenylpropan-2-yl]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:

iodobenzene (591-50-4) + (S)-benzyl (1-(N,O-dimethylhydroxylamine)-1-oxopropan-2-yl)carbamate (114744-83-1,688763-83-9) → benzyl [(1S)-1-methyl-2-oxo-2-phenylethyl]carbamate (54064-02-7)

Guidance literature:

iodobenzene; (S)-benzyl (1-(N,O-dimethylhydroxylamine)-1-oxopropan-2-yl)carbamate; With isopropylmagnesium bromide; In tetrahydrofuran; at -10 ℃;

In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1016/j.tetlet.2005.09.183

Reference yield:

(S)-benzyl (1-(N,O-dimethylhydroxylamine)-1-oxopropan-2-yl)carbamate (114744-83-1,688763-83-9) + phenyllithium (591-51-5) → benzyl [(1S)-1-methyl-2-oxo-2-phenylethyl]carbamate (54064-02-7)

Guidance literature:

In diethyl ether;

DOI:10.1016/S0040-4039(01)91366-8

Reference yield: 95.0%

benzyl [(1S)-1-methyl-2-oxo-2-phenylethyl]carbamate (54064-02-7) → (1R,2S)-1-phenyl-2-benzyloxycarbonylamino-1-propanol (104863-92-5) + (1S,2S)-1-phenyl-2-benzyloxycarbonylamino-1-propanol

Guidance literature:

With aluminum isopropoxide; isopropyl alcohol; In toluene; at 50 ℃; for 15h;

DOI:10.1021/jo052121t

upstream raw materials:

(S)-benzyl (1-(N,O-dimethylhydroxylamine)-1-oxopropan-2-yl)carbamate

phenyllithium

iodobenzene

Downstream raw materials:

(1R,2S)-1-phenyl-2-benzyloxycarbonylamino-1-propanol

(4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one

pseudoephedrine

(4S,5S)-4-methyl-5-phenyl-oxazolidin-2-one