Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate

Base Information

• Chemical Name: Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate
• CAS No.: 84028-88-6
• Molecular Formula: C6H9F3O5S
• Molecular Weight: 250.196
• Hs Code.: 2915900090
• European Community (EC) Number: 625-065-8
• DSSTox Substance ID: DTXSID10458790
• Nikkaji Number: J1.149.633D
• Wikidata: Q82282314
• Mol file: 84028-88-6.mol

Synonyms:84028-88-6;Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate;Ethyl O-trifluoromethanesulfonyl-L-lactate;ethyl (2S)-2-(trifluoromethylsulfonyloxy)propanoate;(S)-ethyl 2-(((trifluoromethyl)sulfonyl)oxy)propanoate;Ethyl(S)-2-(trifluoromethylsulfonyloxy)propionate;SCHEMBL701746;DTXSID10458790;MFCD00134396;ethyl 2(S)-trifluoromethanesulphonyloxypropionate;(s)-ethyl 2-(trifluoromethylsulfonyloxy)propanoate;ethyl (2S)-2-(trifluoromethanesulfonyloxy)propanoate;ethyl (S)-2-[(trifluoromethylsulfonyl)oxy]-propionate;(S)-2-trifluoromethanesulfonyloxy-propionic acid ethyl ester;Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate, >=96%;(S)-2-(Trifluoromethylsulfonyloxy)propionic acid ethyl ester;Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate, purum, >=97.0% (19F-NMR)

Chemical Property of Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate

Chemical Property:

• Vapor Pressure: 0.00291mmHg at 25°C
• Refractive Index: n20/D 1.374(lit.)
• Boiling Point: 34oC0.005 mm Hg(lit.)
• Flash Point: 174 °F
• PSA: 78.05000
• Density: 1.342 g/mL at 25oC(lit.)
• LogP: 1.88500
• Storage Temp.: −20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 250.01227904
• Heavy Atom Count: 15
• Complexity: 315

Purity/Quality:

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

Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate ≥96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 3549394
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(C)OS(=O)(=O)C(F)(F)F
• Isomeric SMILES: CCOC(=O)[C@H](C)OS(=O)(=O)C(F)(F)F
• Uses: Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate can be used:In the synthesis of tetra-methylated analog of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTMA) based chelates for imaging applications.As a substrate in the synthesis of α-silylated carboxyl compounds via Cu-catalyzed stereoinvertive nucleophilic silylation of α-triflyloxy esters.

Technology Process of Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate

There total 1 articles about Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate 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%

(S)-Ethyl lactate (687-47-8) + trifluoromethylsulfonic anhydride (358-23-6) → ethyl (S)-lactate triflate (84028-88-6)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20 ℃; for 1.66667h;

DOI:10.1016/j.carres.2013.12.007

Reference yield: 95.0%

L-tyrosine ethyl ester (949-67-7) + ethyl (S)-lactate triflate (84028-88-6) → N,O-Bis<1-(ethoxycarbonyl)ethyl>tyrosin-ethylester (103954-28-5,104012-74-0)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 6h;

Reference yield: 94.0%

(S)-methyl 6-amino-2-(benzyloxycarbonylamino)hexanoate (5591-93-5) + ethyl (S)-lactate triflate (84028-88-6) → (2S,1'R)-N2-(Benzyloxycarbonyl)-N6-<1-(ethoxycarbonyl)ethyl>lysin-methylester (103954-29-6,103954-30-9)

Guidance literature:

With potassium carbonate; In dichloromethane; at 20 ℃; for 6h;

upstream raw materials:

(S)-Ethyl lactate

trifluoromethylsulfonic anhydride

Downstream raw materials:

(2R,2S')-2,2'-Iminobis(propionsaeure)

(2S,2'S)-2,2'-Iminobis(propionsaeure)

(2S,1'R)-N⁶-<1-(Ethoxycarbonyl)ethyl>lysin-methylester

(2R,1'R)-N⁶-<1-(Ethoxycarbonyl)ethyl>lysin-methylester

Refernces

• 1、 Enugala, Ramu,Pires, Marina J.D.,Marques, M. Manuel B.. "Synthesis of the NAG-NAM disaccharide via a versatile intermediate". . p. 112 - 118. Retrieved 2014.
• 2、 Benazzi, Valentina,Dallabernardina, Pietro,Laman, Jon D.,Loeffler, Felix F.,Seeberger, Peter H.. "Automated glycan assembly of peptidoglycan backbone fragments". supporting information. p. 9829 - 9832. Retrieved 2021/12/07.