Benzyl N-[2-(hydroxymethyl)phenyl]carbamate

Base Information

• Chemical Name: Benzyl N-[2-(hydroxymethyl)phenyl]carbamate
• CAS No.: 111881-64-2
• Molecular Formula: C15H15NO3
• Molecular Weight: 257.289
• DSSTox Substance ID: DTXSID60561465
• Wikidata: Q82445292
• Mol file: 111881-64-2.mol

Synonyms:111881-64-2;BENZYL N-[2-(HYDROXYMETHYL)PHENYL]CARBAMATE;2-(Cbz-amino)benzyl alcohol;Benzyl (2-(hydroxymethyl)phenyl)carbamate;BENZYL 2-(HYDROXYMETHYL)PHENYLCARBAMATE;Benzyl [2-(hydroxymethyl)phenyl]carbamate;SCHEMBL15516309;DTXSID60561465;MFCD11616717;AKOS010758763;Benzyl(2-(hydroxymethyl)phenyl)carbamate;BS-26625;CS-0209072;A50691;(2-Hydroxymethylphenyl)carbamic acid benzyl ester;EN300-7304157

Chemical Property of Benzyl N-[2-(hydroxymethyl)phenyl]carbamate

Chemical Property:

• PSA: 62.05000
• LogP: 2.94120
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 257.10519334
• Heavy Atom Count: 19
• Complexity: 277

Purity/Quality:

97% ^*data from raw suppliers

2-(Cbz-amino)benzylAlcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC2=CC=CC=C2CO

Technology Process of Benzyl N-[2-(hydroxymethyl)phenyl]carbamate

There total 6 articles about Benzyl N-[2-(hydroxymethyl)phenyl]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: 100.0%

2-Aminobenzyl alcohol (5344-90-1) + benzyl chloroformate (501-53-1,94274-21-2) → (2-hydroxymethyl-phenyl)-carbamic acid benzyl ester (111881-64-2)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2011.12.017

Reference yield:

(2-amino-4-chlorophenyl)methanol (37585-16-3) + benzyl chloroformate (501-53-1,94274-21-2) → (2-hydroxymethyl-phenyl)-carbamic acid benzyl ester (111881-64-2)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 15h;

DOI:10.1021/acs.orglett.7b01336

Reference yield:

2-Nitrobenzyl alcohol (612-25-9) → (2-hydroxymethyl-phenyl)-carbamic acid benzyl ester (111881-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium chloride; iron / ethanol; water / 6 h / Reflux

2: potassium carbonate / water; tetrahydrofuran / 0 - 20 °C

With iron; potassium carbonate; ammonium chloride; In tetrahydrofuran; ethanol; water;

DOI:10.1021/ol502554e

upstream raw materials:

2-Aminobenzyl alcohol

benzyl chloroformate

2-nitro-benzaldehyde

2-Nitrobenzyl alcohol

Downstream raw materials:

2-<(1H-benzimidazol-2-ylthio)methyl>aniline

2-(5-Fluoro-1H-benzoimidazol-2-ylsulfanylmethyl)-phenylamine

2-[(1H-benzimidazol-2-ylsulfinyl)methyl]benzenamine

2-[[(5-methoxy-1H-benzimidazol-2-yl)thio]methyl]benzenamine