(R)-2-[4-[[(trifluoromethyl)sulfonyl]oxy]phenyl]propanoic Acid

Base Information

• Chemical Name: (R)-2-[4-[[(trifluoromethyl)sulfonyl]oxy]phenyl]propanoic Acid
• CAS No.: 533931-60-1
• Molecular Formula: C₁₀H₉F₃O₅S
• Molecular Weight: 298.24
• DSSTox Substance ID: DTXSID901165959
• ChEMBL ID: CHEMBL242613
• Mol file: 533931-60-1.mol

Synonyms:(R)-2-[4-[[(trifluoromethyl)sulfonyl]oxy]phenyl]propanoic Acid;533931-60-1;MFCD31630374;SCHEMBL245190;CHEMBL242613;NHVNEQGTEVFGPL-ZCFIWIBFSA-N;DTXSID901165959;AC1141;AKOS037630779;CS-12871;A923410;(2R)-2-[4-(trifluoromethylsulfonyloxy)phenyl]propanoic acid;(R)-2-[4-[[(trifluoromethyl)sulfonyl]oxy]phenyl]propanoicAcid;(alphaR)-alpha-Methyl-4-[[(trifluoromethyl)sulfonyl]oxy]benzeneacetic acid

Chemical Property of (R)-2-[4-[[(trifluoromethyl)sulfonyl]oxy]phenyl]propanoic Acid

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 298.01227904
• Heavy Atom Count: 19
• Complexity: 417

Purity/Quality:

97% ^*data from raw suppliers

(R)-2-[4-[[(Trifluoromethyl)sulfonyl]oxy]phenyl]propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)OS(=O)(=O)C(F)(F)F)C(=O)O
• Isomeric SMILES: C[C@H](C1=CC=C(C=C1)OS(=O)(=O)C(F)(F)F)C(=O)O

Technology Process of (R)-2-[4-[[(trifluoromethyl)sulfonyl]oxy]phenyl]propanoic Acid

There total 3 articles about (R)-2-[4-[[(trifluoromethyl)sulfonyl]oxy]phenyl]propanoic 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: 83.0%

(R)-2-(4-trifluoromethanesulfonyloxyphenyl)propionic acid methyl ester (849776-10-9) → (R)-(-)-2-(4-trifluoromethanesulfonyloxy)phenylpropionic acid (533931-60-1)

Guidance literature:

With hydrogenchloride; acetic acid; for 3h; Heating;

DOI:10.1021/jm049227l

Reference yield:

(R)-2-(4-hydroxyphenyl)propionic acid methyl ester (533931-57-6) → (R)-(-)-2-(4-trifluoromethanesulfonyloxy)phenylpropionic acid (533931-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / N,N-diisopropylamine / CH₂Cl₂ / 3 h / 20 °C

2: 83 percent / aq. HCl; glacial acetic acid / 3 h / Heating

With hydrogenchloride; acetic acid; diisopropylamine; In dichloromethane;

DOI:10.1021/jm049227l

Reference yield:

(R)-(-)-2-(4-hydroxyphenyl)propanoic acid (59092-88-5) → (R)-(-)-2-(4-trifluoromethanesulfonyloxy)phenylpropionic acid (533931-60-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / aq. HCl / 18 h / 20 °C

2: 95 percent / N,N-diisopropylamine / CH₂Cl₂ / 3 h / 20 °C

3: 83 percent / aq. HCl; glacial acetic acid / 3 h / Heating

With hydrogenchloride; acetic acid; diisopropylamine; In dichloromethane;

DOI:10.1021/jm049227l

upstream raw materials:

(R)-2-(4-trifluoromethanesulfonyloxyphenyl)propionic acid methyl ester

(R)-2-(4-hydroxyphenyl)propionic acid methyl ester

(R)-(-)-2-(4-hydroxyphenyl)propanoic acid

Downstream raw materials:

4-{(2R)-1-[(4-methyl-1,3-thiazol-2-yl)amino]-1-oxopropan-2-yl}phenyl trifluoromethanesulfonate

4-[(2R)-1-oxo-1-{[4-(trifluoromethyl)-1,3-oxazol-2-yl]amino}propan-2-yl]phenyl trifluoromethanesulfonate

4-{(2R)-1-[(cyclopropylsulfonyl)amino]-1-oxopropan-2-yl}phenyl trifluoromethanesulfonate

4-[(2R)-1-(1,3,4-oxadiazol-2-ylamino)-1-oxopropan-2-yl]phenyl trifluoromethanesulfonate