N-hydroxy-3-phenylpropanamide

Base Information

• Chemical Name: N-hydroxy-3-phenylpropanamide
• CAS No.: 17698-11-2
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID20399509
• Nikkaji Number: J909.805D
• Wikidata: Q82202120
• Pharos Ligand ID: 8HRP9FC65D9Q
• ChEMBL ID: CHEMBL152162
• Mol file: 17698-11-2.mol

Synonyms:N-hydroxy-3-phenylpropanamide;N-Hydroxy-3-phenyl-propionamide;17698-11-2;N-hydroxy-3-phenylpropionamide;CHEMBL152162;Benzenepropanehydroxamic acid;SCHEMBL1847911;DTXSID20399509;HYBGBWAPFWWJRE-UHFFFAOYSA-N;BDBM50015112;AKOS000192728

Chemical Property of N-hydroxy-3-phenylpropanamide

Chemical Property:

• PSA: 49.33000
• LogP: 1.51550
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

N-HYDROXY-3-PHENYL-PROPIONAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)NO

Technology Process of N-hydroxy-3-phenylpropanamide

There total 15 articles about N-hydroxy-3-phenylpropanamide 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: 91.0%

→ N-hydroxy-3-phenylpropanamide (17698-11-2)

Guidance literature:

With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 1h;

With hydroxylamine hydrochloride; In tetrahydrofuran; for 16h;

Reference yield: 90.0%

3-Phenylpropionic acid (501-52-0) → N-hydroxy-3-phenylpropanamide (17698-11-2)

Guidance literature:

3-Phenylpropionic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 1h; Schlenk technique; Inert atmosphere;

With hydroxylamine hydrochloride; In tetrahydrofuran; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.8b00970

Reference yield: 89.0%

3-phenylpropanoic acid methyl ester (103-25-3) → N-hydroxy-3-phenylpropanamide (17698-11-2)

Guidance literature:

With hydroxylamine hydrochloride; potassium hydroxide; In methanol; at 20 ℃; for 12h; pH=10;

DOI:10.1039/c6ob01178k

upstream raw materials:

ethyl dihydrocinnamate

hydrocinnamic acid chloride

(S)-4-benzyl-3-(3-phenylpropanoyl)oxazolidin-2-one

isopropyl alcohol

Downstream raw materials:

N-acetoxy-3-phenylpropionamide

3-Phenylpropan-1-amine

phenethyl isocyanate

Refernces

• 1、 Lafite,Marroun,Coadou,Montaut,Marquès,Schuler,Rollin,Tatibou?t,Daniellou,Oulyadi. "S-glycosyltransferase UGT74B1 can glycosylate both S- and O-acceptors: mechanistic insights through substrate specificity". . . Retrieved 2019.
• 2、 Chigan, Jia-Zhu,Li, Jia-Qi,Ding, Huan-Huan,Xu, Yin-Sui,Liu, Lu,Chen, Cheng,Yang, Ke-Wu. "Hydroxamates as a potent skeleton for the development of metallo-β-lactamase inhibitors". . p. 362 - 372. Retrieved 2021/12/14.
• 3、 Zhang, Xinyu,Lin, Bo,Chen, Jianhui,Chen, Jiajia,Luo, Yanshu,Xia, Yuanzhi. "Synthesis of sulfimides and N-Allyl-N-(thio)amides by Ru(II)catalyzed nitrene transfer reactions of N-acyloxyamides". supporting information. p. 819 - 825. Retrieved 2021/02/01.