4-((benzyloxycarbonyl)(methyl)amino)butanoic acid

Base Information

• Chemical Name: 4-((benzyloxycarbonyl)(methyl)amino)butanoic acid
• CAS No.: 98008-66-3
• Molecular Formula: C13H17NO4
• Molecular Weight: 251.282
• Hs Code.: 2924299090
• Mol file: 98008-66-3.mol

Synonyms:4-((benzyloxycarbonyl)(methyl)amino)butanoic acid;QC-5120;4-[1-(benzyloxy)-N-methylformamido]butyric acid;4-[[(benzyloxy)carbonyl](methyl)amino]butyric acid;4-(benzyloxycarbonyl-(N-methyl)amino)-butyric acid;4-(N-benzyloxycarbonyl-N-methylamino)butyric acid;

Chemical Property of 4-((benzyloxycarbonyl)(methyl)amino)butanoic acid

Chemical Property:

• PSA: 66.84000
• LogP: 2.11980
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

4-(((Benzyloxy)carbonyl)(methyl)amino)butanoic acid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((benzyloxycarbonyl)(methyl)amino)butanoic acid

There total 6 articles about 4-((benzyloxycarbonyl)(methyl)amino)butanoic 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: 100.0%

4-(benzyloxycarbonylamino)butyric acid (5105-78-2) + methyl iodide (74-88-4) → 4-{[(benzyloxy)carbonyl](methyl)amino}butanoic acid (98008-66-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1248/cpb.52.254

Reference yield: 70.0%

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + 4-(methylamino)butyric acid (1119-48-8) → 4-{[(benzyloxy)carbonyl](methyl)amino}butanoic acid (98008-66-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield: 63.0%

4-(methylamino)butyric acid (1119-48-8) + benzyl chloroformate (501-53-1,94274-21-2) → 4-{[(benzyloxy)carbonyl](methyl)amino}butanoic acid (98008-66-3)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2008.06.037

upstream raw materials:

4-(benzyloxycarbonylamino)butyric acid

methyl iodide

4-(methylamino)butyric acid

benzyl chloroformate

Downstream raw materials:

C₂₁H₂₇N₃O₃

5-chloro-N-[4-(methylamino)butanoyl]-N-({(5S)-2-oxo-3-[2-fluoro-4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)thiophene-2-carboxamide hydrochloride

C₃₂H₃₂ClFN₄O₈S

(2R)-2-[2-(1,3-dioxan-2yl)ethyl]-1-methylpyrrolidine (2R,3R)-2,3-bis(benzyloxy)succinic acid

Refernces

• 1、 Ochiai, Koji,Kuppusamy, Sankar,Yasui, Yusuke,Okano, Tsubasa,Matsumoto, Yasunobu,Gupta, Nishant R.,Takahashi, Yohei,Kubota, Takaaki,Kobayashi, Jun'ichi,Hayashi, Yujiro. "Total Synthesis of the 7,10-Epimer of the Proposed Structure of Amphidinolide N, Part I: Synthesis of the C1-C13 Subunit". supporting information. p. 3282 - 3286. Retrieved 2016/03/05.
• 2、 Ashcroft, Christopher P.,Pettman, Alan,Watkinson, Simon,Hellier, Paul. "Second-generation process research towards eletriptan: A fischer indole approach". experimental part. p. 98 - 103. Retrieved 2011/09/16.