(2S)-2-azaniumyl-4-methoxy-4-oxobutanoate

Base Information

• Chemical Name: (2S)-2-azaniumyl-4-methoxy-4-oxobutanoate
• CAS No.: 2177-62-0
• Molecular Formula: C5H9 N O4
• Molecular Weight: 147.131
• Hs Code.: 2922509090
• Mol file: 2177-62-0.mol

Synonyms:

Chemical Property of (2S)-2-azaniumyl-4-methoxy-4-oxobutanoate

Chemical Property:

• Melting Point: 193-195 °C
• Boiling Point: 301.7 °C at 760 mmHg
• PKA: 2.16±0.23(Predicted)
• Flash Point: 136.3 °C
• PSA: 100.62000
• Density: 1.299 g/cm₃
• LogP: 0.08640
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 147.05315777
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

(2S)-2-Amino-4-methoxy-4-oxo-butanoic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(C(=O)[O-])[NH3+]
• Isomeric SMILES: COC(=O)C[C@@H](C(=O)[O-])[NH3+]
• Uses: β-Methyl Aspartate is a useful chemical reagent for the preparation of other amino acid derivatives. It is also reported to be fully compatible with enzymic tRNA acylation and subsequent ribosomal synthesis of modified peptides.

Technology Process of (2S)-2-azaniumyl-4-methoxy-4-oxobutanoate

There total 5 articles about (2S)-2-azaniumyl-4-methoxy-4-oxobutanoate 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: 91.0%

(+)-β-methyl-L-aspartate hydrochloride (16856-13-6) → β-methyl L-aspartate (2177-62-0)

Guidance literature:

With methyloxirane; In ethanol; for 6h; Heating;

DOI:10.1021/jo00297a023

Reference yield: 91.0%

L-Aspartic acid dimethyl ester (6384-18-5) → β-methyl L-aspartate (2177-62-0)

Guidance literature:

With potassium phosphate buffer; for 1.5h; Ambient temperature; porcine liver esterase;

DOI:10.1021/jo00129a066

Reference yield: 86.0%

methanol (67-56-1) + L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) → β-methyl L-aspartate (2177-62-0)

Guidance literature:

With tetrafluoroboric acid diethyl ether; sodium sulfate; at 60 ℃; for 15h;

DOI:10.1055/s-1987-28030

upstream raw materials:

methanol

L-Aspartic acid

L-Aspartic acid dimethyl ester

N-(benzyloxycarbonyl)-L-aspartic acid 4-methyl ester

Downstream raw materials:

Dimethyl S-bromsuccinat

dimethyl L-aspartate hydrochloride

(S)-1-Phenyl-ethanesulfonic acid; compound with (S)-2-amino-succinic acid 4-methyl ester

(R)-2-amino-4-methoxy-4-oxobutanoic acid

Refernces

• 1、 Doi, Takayuki,Ganesan, A.,Masuda, Yuichi,Ohsawa, Kosuke,Thomas, Carys,Tokunaga, Takuya,Zhao, Hongbin. "Stereoselective Synthesis of Protected l - Allo -Enduracididine and l -Enduracididine via Asymmetric Nitroaldol Reaction". supporting information. p. 942 - 948. Retrieved 2020/03/23.
• 2、 Remond, Emmanuelle,Bayardon, Jerome,Ondel-Eymin, Marie-Joelle,Juge, Sylvain. "Stereoselective synthesis of unsaturated and functionalized L-NHBoc amino acids, using wittig reaction under mild phase-transfer conditions". . p. 7579 - 7587. Retrieved 2012/10/29.