Benzyl 2-aminopropanoate

Base Information

• Chemical Name: Benzyl 2-aminopropanoate
• CAS No.: 5557-83-5
• Molecular Formula: C₁₀H₁₃NO₂*ClH
• Molecular Weight: 215.68
• Hs Code.: 29224999
• European Community (EC) Number: 226-920-4
• DSSTox Substance ID: DTXSID60866104
• Nikkaji Number: J1.181.305D
• Mol file: 5557-83-5.mol

Synonyms:benzyl 2-aminopropanoate;benzyl alaninate;Benzyl L-alaninate HCl;Benzyl L-alaninate hydrochloride;EINECS 226-920-4;NSC 523831;d,l-alanine benzyl ester;Maybridge3_000436;SCHEMBL728752;DTXSID60866104;YGYLYUIRSJSFJS-UHFFFAOYSA-N;2-amino propanoic acid benzyl ester;AKOS010530906;IDI1_011823;CS-0276474;EN300-121486

Chemical Property of Benzyl 2-aminopropanoate

Chemical Property:

• Appearance/Colour: white to off white powder
• Vapor Pressure: 0.0154mmHg at 25°C
• Melting Point: 135 to 145oC
• Refractive Index: 1.53
• Boiling Point: 293 °C at 760 mmHg
• Flash Point: 131 °C
• PSA: 52.32000
• Density: 1.1 g/cm³
• LogP: 2.57930
• Storage Temp.: −20°C
• Solubility.: DMSO, Methanol, Water
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

98% ^*data from raw suppliers

L-Alanine Benzyl Ester Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)OCC1=CC=CC=C1)N
• Uses: L-Alanine benzyl ester hydrochloride is a benzoxazine derivative used as an additive in the microemulsion formulation for topical applications of acyclovir. A reagent in the preparation of collagenase inhibitors. L-Alanine benzyl ester (ALAB) may be used as an organic reagent and as a cationic charge inducer in microemulsions.

Technology Process of Benzyl 2-aminopropanoate

There total 12 articles about Benzyl 2-aminopropanoate 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%

N-(tert-butoxycarbonyl)-L-alanine benzyl ester (126400-95-1,51814-54-1) → L-alanine benzyl ester hydrochloride (5557-81-3,5557-83-5,34404-37-0)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 2h;

DOI:10.1021/jo070412r

Reference yield: 95.0%

D-Alanine (338-69-2,25191-17-7,18875-37-1) + benzyl alcohol (100-51-6,185532-71-2) → (R)-benzyl 2-aminopropanoate hydrochloride (5557-81-3,5557-83-5,34404-37-0)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃;

DOI:10.1055/s-0029-1216837

Reference yield: 82.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + benzyl alcohol (100-51-6,185532-71-2) → L-alanine benzyl ester hydrochloride (5557-81-3,5557-83-5,34404-37-0)

Guidance literature:

With thionyl chloride; at 0 ℃; Reflux;

DOI:10.1021/acsmedchemlett.6b00270

upstream raw materials:

chloro-trimethyl-silane

L-alanin

benzyl alcohol

N-(tert-butoxycarbonyl)-L-alanine benzyl ester

Downstream raw materials:

N-(N-benzyloxycarbonyl-L-α-glutamyl)-L-alanine benzyl ester

N-(N-benzyloxycarbonyl-L-α-glutamyl)-D-alanine benzyl ester

(S)-2-(2,2,5,5-Tetramethyl-[1,2,5]azadisilolidin-1-yl)-propionic acid benzyl ester

Z-Gly-Phe-Ala-OBz

Refernces

• 1、 -. "4'-THIO-NUCLEOTIDE AND -NUCLEOSIDE PRODRUGS FOR THE TREATMENT OF CANCER". Paragraph 00423. . Retrieved 2019/11/12.
• 2、 Saikiran, Maryala,Sato, Daisuke,Pandey, Shyam S.,Hayase, Shuzi,Kato, Tamaki. "Efficient near infrared fluorescence detection of elastase enzyme using peptide-bound unsymmetrical squaraine dye". supporting information. p. 4024 - 4029. Retrieved 2017/08/23.