3-Amino-4-oxo-4-phenylmethoxybutanoic acid

Base Information

• Chemical Name: 3-Amino-4-oxo-4-phenylmethoxybutanoic acid
• CAS No.: 7362-93-8
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• Hs Code.: 2922509090
• NSC Number: 186918,120031
• Mol file: 7362-93-8.mol

Synonyms:Aspartic acid 1-benzyl ester;MFCD00063186;NSC186918;3-amino-4-oxo-4-phenylmethoxybutanoic acid;4-(O-benzyl) aspartic acid;SCHEMBL304415;L-Aspartic acid ?-benzyl ester;L-Aspartic acid alpha-benzyl ester;NSC120031;NSC-120031;NSC-186918;L-Aspartic acid, 1-(phenylmethyl) ester;SY065194;FT-0627715;EN300-114475;(3S)-3-azaniumyl-4-oxo-4-phenylmethoxybutanoate;3-AMINO-4-(BENZYLOXY)-4-OXOBUTANOIC ACID;220195-52-8

Chemical Property of 3-Amino-4-oxo-4-phenylmethoxybutanoic acid

Chemical Property:

• Vapor Pressure: 8.17E-07mmHg at 25°C
• Melting Point: 176 °C
• Refractive Index: -14 ° (C=1, 0.1mol/L HCl)
• Boiling Point: 391 °C at 760 mmHg
• PKA: 3.45±0.19(Predicted)
• Flash Point: 190.3°C
• PSA: 89.62000
• Density: 1.283 g/cm³
• LogP: 1.23210
• Storage Temp.: Store at RT.
• Solubility.: Soluble in HCI solution.
• XLogP3: -2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

L-AsparticAcid1-BenzylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Safety Statements: S22:; S24/25:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(CC(=O)O)N
• Uses: L-Aspartic acid 1-benzyl ester, is used as an intermediate in organic synthesis. It is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 3-Amino-4-oxo-4-phenylmethoxybutanoic acid

There total 6 articles about 3-Amino-4-oxo-4-phenylmethoxybutanoic 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: 98.0%

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9) → (S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid (7362-93-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2.5h;

DOI:10.1002/ejoc.202100808

Reference yield:

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + benzyl alcohol (100-51-6,185532-71-2) → (S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid (7362-93-8)

Guidance literature:

With PPA; at 92 ℃; for 8h;

DOI:10.1016/j.bmc.2006.06.021

Reference yield:

L-aspartic acid dibenzyl ester hydrochloride (6327-59-9,174457-99-9) → (S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid (7362-93-8)

Guidance literature:

With hydrogen bromide; acetic acid;

DOI:10.1021/ja00895a033

upstream raw materials:

dibenzyl L-aspartate toluene-4-sulphonate

L-aspartic acid dibenzyl ester hydrochloride

(S)-3-amino-dihydro-furan-2,5-dione; hydrobromide

benzyl alcohol

Downstream raw materials:

Z-Asp-OBn

(S)-1-benzyl 4-methyl 2-aminosuccinate

N-<(R)-3-(benzyloxy)tetradecanoyl>-(S)-aspartic acid α-benzyl ester

4-benzyloxycarbonyl-1-<(N-diphenylmethylcarbamoyl)methyl>azetidin-2-one

Refernces

• 1、 -. "Multifunctional polymeric micelle for jointly conveying photosensitizer and gene editing system, preparation method of micelle and application of micelle". Paragraph 0069; 0078-0079. . Retrieved 2020/03/09.
• 2、 Zhao, Ming,Bi, Lanrong,Wang, Wei,Wang, Chao,Baudy-Floc'h, Michele,Ju, Jingfang,Peng, Shiqi. "Synthesis and cytotoxic activities of β-carboline amino acid ester conjugates". . p. 6998 - 7010. Retrieved 2007/10/03.