3-[(TERT-BUTOXYCARBONYL-METHYL-AMINO)-METHYL]-BENZOIC ACID

Base Information

• Chemical Name: 3-[(TERT-BUTOXYCARBONYL-METHYL-AMINO)-METHYL]-BENZOIC ACID
• CAS No.: 155567-87-6
• Molecular Formula: C14H19NO4
• Molecular Weight: 265.309
• Mol file: 155567-87-6.mol

Synonyms:3-[(TERT-BUTOXYCARBONYL-METHYL-AMINO)-METHYL]-BENZOIC ACID;3-[N-Boc-(methylamino)methyl]benzoic acid;3-(((2-(tert-Butoxy)-2-oxoethyl)amino)methyl)benzoic acid

Chemical Property of 3-[(TERT-BUTOXYCARBONYL-METHYL-AMINO)-METHYL]-BENZOIC ACID

Chemical Property:

• PSA: 66.84000
• LogP: 2.75170

Purity/Quality:

97% ^*data from raw suppliers

3-[(tert-Butoxycarbonyl-methyl-amino)-methyl]-benzoicacid 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-[(TERT-BUTOXYCARBONYL-METHYL-AMINO)-METHYL]-BENZOIC ACID

There total 3 articles about 3-[(TERT-BUTOXYCARBONYL-METHYL-AMINO)-METHYL]-BENZOIC ACID 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: 53.0%

3-(tert-butoxycarbonylamino-methyl)benzoic acid (117445-22-4) + methyl iodide (74-88-4) → Nα-(tert-butyloxycarbonyl)-Nα-methyl-m-(aminomethyl)benzoic acid (155567-87-6)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; at 45 ℃; for 42h;

DOI:10.1021/ja00087a007

Reference yield:

3-Cyanobenzoic acid (1877-72-1) → Nα-(tert-butyloxycarbonyl)-Nα-methyl-m-(aminomethyl)benzoic acid (155567-87-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / H₂, conc. HCl / 10percent Pd/C / ethanol / 38 h

2: 64 percent / Et₃N / H₂O / Ambient temperature

3: 53 percent / Ag₂O / dimethylformamide / 42 h / 45 °C

With hydrogenchloride; hydrogen; triethylamine; silver(l) oxide; palladium on activated charcoal; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/ja00087a007

Reference yield:

3-(aminomethyl)benzoic acid hydrochloride (876-03-9) → Nα-(tert-butyloxycarbonyl)-Nα-methyl-m-(aminomethyl)benzoic acid (155567-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / Et₃N / H₂O / Ambient temperature

2: 53 percent / Ag₂O / dimethylformamide / 42 h / 45 °C

With triethylamine; silver(l) oxide; In water; N,N-dimethyl-formamide;

DOI:10.1021/ja00087a007

upstream raw materials:

3-(tert-butoxycarbonylamino-methyl)benzoic acid

methyl iodide

3-Cyanobenzoic acid

3-(aminomethyl)benzoic acid hydrochloride