Aspartic acid, dimethyl ester, L-

Base Information

• Chemical Name: Aspartic acid, dimethyl ester, L-
• CAS No.: 688-09-5
• Molecular Formula: C8H10F3NO5
• Molecular Weight: 257.16
• NSC Number: 141557
• Mol file: 688-09-5.mol

Synonyms:Aspartic acid, dimethyl ester, L-;NSC141557;BMMOKCXZISDJCQ-UHFFFAOYSA-N;NSC-141557

Chemical Property of Aspartic acid, dimethyl ester, L-

Chemical Property:

• Vapor Pressure: 0.000734mmHg at 25°C
• Melting Point: 36 - 37 °C
• Boiling Point: 307.2°C at 760 mmHg
• Flash Point: 139.6°C
• PSA: 81.70000
• Density: 1.351g/cm³
• LogP: 0.16050
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 257.05110691
• Heavy Atom Count: 17
• Complexity: 315

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(C(=O)OC)NC(=O)C(F)(F)F

Technology Process of Aspartic acid, dimethyl ester, L-

There total 7 articles about Aspartic acid, dimethyl ester, L- 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: 96.0%

methanol (67-56-1) + methyl (2S)-5-diazo-4-oxo-2-(2,2,2-trifluoroacetamido)-pentanoate (88668-76-2) → diethyl N-(2,2,2-trifluoroacetyl)-L-aspartate (81083-58-1,81084-01-7,688-09-5)

Guidance literature:

for 3h; Irradiation;

DOI:10.1039/b601097k

Reference yield: 93.0%

methanol (67-56-1) + (3S)-3-methoxycarbonyl-3-trifluoroacetylaminopropanoyl chloride (64881-40-9) → diethyl N-(2,2,2-trifluoroacetyl)-L-aspartate (81083-58-1,81084-01-7,688-09-5)

Guidance literature:

for 2h; Ambient temperature;

Reference yield:

methanol (67-56-1) + calyxamide A (1356449-87-0) + trifluoroacetic anhydride (407-25-0) → N-trifluoroacetyl-L-alanine methyl ester (1118-73-6,1607-08-5,25518-39-2,81131-19-3) + (2S,3S)-methyl 3-methyl-2-(2,2,2-trifluoroacetamido)pentanoate (1808-42-0,1577-58-8,23635-22-5,29588-17-8,81131-21-7,81131-22-8,81131-23-9) + diethyl N-(2,2,2-trifluoroacetyl)-L-aspartate (81083-58-1,81084-01-7,688-09-5) + C7H10F3NO4

Guidance literature:

calyxamide A; With ozone; In methanol; at -78 ℃; for 0.25h;

With hydrogenchloride; water; at 110 ℃; for 24h;

methanol; trifluoroacetic anhydride; Further stages;

DOI:10.1021/np2009187

upstream raw materials:

L-Aspartic acid dimethyl ester

trifluoroacetic acid-methyl ester

methanol

(3S)-3-methoxycarbonyl-3-trifluoroacetylaminopropanoyl chloride

Refernces

• 1、 Kimura, Miki,Wakimoto, Toshiyuki,Egami, Yoko,Tan, Karen Co,Ise, Yuji,Abe, Ikuro. "Calyxamides A and B, cytotoxic cyclic peptides from the marine sponge Discodermia calyx". experimental part. p. 290 - 294. Retrieved 2012/05/05.
• 2、 Gani, David,Young, Douglas W.. "Synthesis of L-Serine Stereospecifically Labelled at C-3 with Deuterium". . p. 2393 - 2398. Retrieved 2007/10/02.