(S)-(-)-2-(Trifluoroacetamido)succinic anhydride

Base Information

• Chemical Name: (S)-(-)-2-(Trifluoroacetamido)succinic anhydride
• CAS No.: 777-33-3
• Molecular Formula: C6H4F3NO4
• Molecular Weight: 211.097
• European Community (EC) Number: 623-453-1
• DSSTox Substance ID: DTXSID70480032
• Nikkaji Number: J1.090.385H
• Wikidata: Q76422732
• Mol file: 777-33-3.mol

Synonyms:777-33-3;(S)-(-)-2-(Trifluoroacetamido)succinic anhydride;N-[(3S)-2,5-DIOXOOXOLAN-3-YL]-2,2,2-TRIFLUOROACETAMIDE;(S)-N-(2,5-Dioxotetrahydrofuran-3-yl)-2,2,2-trifluoroacetamide;N-(trifluoroacetyl)-L-aspartic anhydride;N-Trifluoroacetyl-L-aspartic acid anhydride;SCHEMBL5344420;DTXSID70480032;N-Trifluoroacetylaspartic anhydride;n-trifluoroacetyl aspartic anhydride;n-trifluoroacetyl-aspartic anhydride;Acetamide, 2,2,2-trifluoro-N-[(3S)-tetrahydro-2,5-dioxo-3-furanyl]-;AKOS024365003;N-trifluoroacetyl-L-aspartic anhydride;(s)-n-trifluoroacetylaspartic anhydride;(s)-n-trifluoroacetyl-aspartic anhydride;(S)-(-)-2-(Trifluoroacetamido)succinicanhydride;(S)-(-)-2-(Trifluoroacetamido)succinic anhydride, 97%

Chemical Property of (S)-(-)-2-(Trifluoroacetamido)succinic anhydride

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 131-132 °C(lit.)
• Refractive Index: 1.428
• Boiling Point: 379.225°C at 760 mmHg
• PKA: 8?+-.0.20(Predicted)
• Flash Point: 183.149°C
• Density: 1.604g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 211.00924210
• Heavy Atom Count: 14
• Complexity: 298

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-(?)-2-(Trifluoroacetamido)succinic anhydride 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 36-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(C(=O)OC1=O)NC(=O)C(F)(F)F
• Isomeric SMILES: C1[C@@H](C(=O)OC1=O)NC(=O)C(F)(F)F
• Uses: Useful in the synthesis of 2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene, a potent dopamine agonist. Used in the synthesis of sweetening agents, such as N-trifluoroacetyl-L-aspartic acid α-amides and α-anilides.

Technology Process of (S)-(-)-2-(Trifluoroacetamido)succinic anhydride

There total 4 articles about (S)-(-)-2-(Trifluoroacetamido)succinic anhydride 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: 95.0%

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + trifluoroacetic acid (76-05-1) → N-trifluoroacetyl-L-aspartic acid anhydride (777-33-3)

Guidance literature:

With trifluoroacetic anhydride; at 45 ℃; for 18.5h; Cooling;

Reference yield: 90.0%

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + trifluoroacetic acid (76-05-1) + trifluoroacetic anhydride (407-25-0) → N-trifluoroacetyl-L-aspartic acid anhydride (777-33-3)

Guidance literature:

In dichloromethane; at 0 - 20 ℃;

Reference yield:

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + trifluoroacetic anhydride (407-25-0) → N-trifluoroacetyl-L-aspartic acid anhydride (777-33-3)

Guidance literature:

DOI:10.1021/jo00302a054

upstream raw materials:

L-Aspartic acid

trifluoroacetic anhydride

trifluoroacetic acid

Downstream raw materials:

(S)-N-(4-Carbamoyl-phenyl)-3-(2,2,2-trifluoro-acetylamino)-succinamic acid

N-trifluoroacetyl-L-aspartyl-L-phenylalanine

(S)-N-(4-Hydroxy-phenyl)-3-(2,2,2-trifluoro-acetylamino)-succinamic acid

trifluoroacetyl-α-L-aspartyl-p-toluidide