Butanoic acid, 2-[(phenylmethoxy)amino]-

Base Information

• Chemical Name: Butanoic acid, 2-[(phenylmethoxy)amino]-
• CAS No.: 54837-18-2
• Molecular Formula: C11H15NO3
• Molecular Weight: 209.245
• DSSTox Substance ID: DTXSID60453452
• Nikkaji Number: J1.106.806E
• Mol file: 54837-18-2.mol

Synonyms:54837-18-2;Butanoic acid, 2-[(phenylmethoxy)amino]-;2-(Benzyloxyamino)butyric acid;DTXSID60453452;AKOS014304707

Chemical Property of Butanoic acid, 2-[(phenylmethoxy)amino]-

Chemical Property:

• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 209.10519334
• Heavy Atom Count: 15
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(C(=O)O)NOCC1=CC=CC=C1

Technology Process of Butanoic acid, 2-[(phenylmethoxy)amino]-

There total 7 articles about Butanoic acid, 2-[(phenylmethoxy)amino]- 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: 89.0%

(Wang resin)-O2CC(C2H5)NHOCH2C6H5 → N-benzyloxy-DL-α-aminobutyric acid (54837-18-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/ol005771m

Reference yield: 54.0%

triethyl borane (97-94-9) + O-benzylhydoxylamine hydrochloride (2687-43-6) + Glyoxilic acid (298-12-4) → N-benzyloxy-DL-α-aminobutyric acid (54837-18-2)

Guidance literature:

O-benzylhydoxylamine hydrochloride; Glyoxilic acid;

triethyl borane; With oxygen; chiral quaternary ammonium hypophosphite QP; In hexane; dichloromethane; water; at 20 ℃; for 4h;

DOI:10.1039/b613045c

Reference yield:

triethyl borane (97-94-9) + 2-[(phenylmethoxy)imino]-acetic acid (77845-97-7) → N-benzyloxy-DL-α-aminobutyric acid (54837-18-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; trifluoroacetic acid; Yield given; Multistep reaction; 1.) CH₂Cl₂, 20 deg C, 12 h, 2.) toluene, hexane, 20 deg C, 1 h, 3.) CHCl₃, 20 deg C, 30 min;

DOI:10.1021/jo982466u

upstream raw materials:

2-Bromobutyric acid

N-benzyloxyamine

triethyl borane

2-[(phenylmethoxy)imino]-acetic acid

Downstream raw materials:

N-Benzyloxy-DL-α-aminobuttersaeure-benzylester

2-(Benzyloxy-formyl-amino)-butyric acid methyl ester

N-benzyloxy-DL-α-aminobutyric acid NCA

methyl 2-(benzyloxyamino)butanoate