(Benzyloxy)(methyl)amine

Base Information

• Chemical Name: (Benzyloxy)(methyl)amine
• CAS No.: 22513-22-0
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• European Community (EC) Number: 833-258-5
• Nikkaji Number: J1.395.706A
• Mol file: 22513-22-0.mol

Synonyms:(benzyloxy)(methyl)amine;22513-22-0;N-phenylmethoxymethanamine;Methanamine, N-(phenylmethoxy)-;N-benzyloxy-N-methylamine;O-benzyl-Methylhydroxylamine;o-benzyl-n-methylhydroxylamine;SCHEMBL4744780;O-Benzyl-N-methyl hydroxylamine;O-benzyl-N-methyl-hydroxylamine;IANNBWVHGOIPRN-UHFFFAOYSA-N;AKOS014304824;CS-0308317;EN300-114895;G27676;A1-08373

Chemical Property of (Benzyloxy)(methyl)amine

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 79.3

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNOCC1=CC=CC=C1

Technology Process of (Benzyloxy)(methyl)amine

There total 20 articles about (Benzyloxy)(methyl)amine 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%

N-methyl-2-{[(benzyloxy)carbamoyl]oxy}-2-methylpropylidyne (79722-22-8) → N-methyl-O-benzylhydroxylamine (22513-22-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Ambient temperature; HCl in EtOAc is also possible;

DOI:10.1016/S0040-4039(01)80314-2

Reference yield: 93.0%

N-carbobenzoxy-N-methyl-O-benzylhydroxylamine (110272-02-1) → N-methyl-O-benzylhydroxylamine (22513-22-0)

Guidance literature:

With hydrogen bromide; acetic acid; for 4h; Ambient temperature;

DOI:10.1021/jm00122a013

Reference yield: 89.0%

formaldehyde O-benzyloxime (72399-18-9) → N-methyl-O-benzylhydroxylamine (22513-22-0)

Guidance literature:

formaldehyde O-benzyloxime; With hydrogenchloride; sodium cyanoborohydride; In ethanol; water; at 20 ℃; for 0.5h; pH=3;

With sodium hydroxide; In water; pH=8;

DOI:10.1016/j.bmcl.2012.11.065

upstream raw materials:

O-benzyl-N-methyl benzohydroxamic acid

N-benzyloxy benzamide

methyl iodide

N-methyl-2-{[(benzyloxy)carbamoyl]oxy}-2-methylpropylidyne

Downstream raw materials:

4-((benzyloxy)(methyl)amino)-4-oxobutanoic acid

5-[benzyloxy(methyl)amino]-5-oxopentanoic acid

(S)-4-[(S)-3-(Benzyloxy-methyl-carbamoyl)-1-(ethoxycarbonylmethyl-carbamoyl)-propylcarbamoyl]-2-tert-butoxycarbonylamino-butyric acid tert-butyl ester

N-methyl-O-benzyl-N-(β-D-xylopyranosyl)hydroxylamine

Refernces

• 1、 Shouksmith, Andrew E.,Shah, Fenil,Grimard, Michelle L.,Gawel, Justyna M.,Raouf, Yasir S.,Geletu, Mulu,Berger-Becvar, Angelika,De Araujo, Elvin D.,Luchman, H. Artee,Heaton, William L.,Bakhshinyan, David,Adile, Ashley A.,Venugopal, Chitra,O'Hare, Thomas,Deininger, Michael W.,Singh, Sheila K.,Konieczny, Stephen F.,Weiss, Samuel,Fishel, Melissa L.,Gunning, Patrick T.. "Identification and Characterization of AES-135, a Hydroxamic Acid-Based HDAC Inhibitor That Prolongs Survival in an Orthotopic Mouse Model of Pancreatic Cancer". supporting information. p. 2651 - 2665. Retrieved 2019/03/17.
• 2、 Courtens, Charlotte,Risseeuw, Martijn,Caljon, Guy,Cos, Paul,Van Calenbergh, Serge. "Acyloxybenzyl and Alkoxyalkyl Prodrugs of a Fosmidomycin Surrogate as Antimalarial and Antitubercular Agents". supporting information. p. 986 - 989. Retrieved 2018/09/25.