(R)-(+)-2-hydroxy-1,2,2-triphenylethyl acetate

Base Information

• Chemical Name: (R)-(+)-2-hydroxy-1,2,2-triphenylethyl acetate
• CAS No.: 95061-47-5
• Molecular Formula: C22H20O3
• Molecular Weight: 332.399
• Hs Code.: 29153900
• DSSTox Substance ID: DTXSID70357412
• Nikkaji Number: J246.478K
• Wikidata: Q72514738
• Mol file: 95061-47-5.mol

Synonyms:95061-47-5;(R)-(+)-2-hydroxy-1,2,2-triphenylethyl acetate;(r)-2-hydroxy-1,2,2-triphenylethyl acetate;(R)-(+)-1,1,2-Triphenyl-1,2-ethanediol 2-acetate;[(1R)-2-hydroxy-1,2,2-triphenylethyl] acetate;1,2-Ethanediol, 1,1,2-triphenyl-, 2-acetate, (R)-;C22H20O3;MFCD00066242;(1R)-2-hydroxy-1,2,2-triphenylethyl acetate;SCHEMBL3760203;DTXSID70357412;GXLZCXZLVDUDHP-OAQYLSRUSA-N;VDA06147;FD1256;AKOS015837904;AKOS015910200;CS-W013933;(R)-2-acetoxy-1,1,2-triphenylethanol;AC-23812;AS-14993;(2-hydroxy-1,2,2-triphenyl-ethyl) acetate;(R)-(+)-112-Triphenyl-12-ethanediol 2-acetate;1,2-Ethanediol,1,1,2-triphenyl-,2-acetate,(2R)-;(R)-(+)-1,1,2-Triphenyl-1,2-ethanediol 2-acetate, 97%

Chemical Property of (R)-(+)-2-hydroxy-1,2,2-triphenylethyl acetate

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 2.53E-10mmHg at 25°C
• Melting Point: 237-240 °C(lit.)
• Refractive Index: 1.603
• Boiling Point: 487.647 °C at 760 mmHg
• PKA: 12.40±0.29(Predicted)
• Flash Point: 197.557 °C
• PSA: 46.53000
• Density: 1.18 g/cm³
• LogP: 4.22690
• Storage Temp.: Store below +30°C.
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 332.14124450
• Heavy Atom Count: 25
• Complexity: 397

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-2-Hydroxy-1,2,2-triphenylethylAcetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC(C1=CC=CC=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)O
• Isomeric SMILES: CC(=O)O[C@H](C1=CC=CC=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)O

Technology Process of (R)-(+)-2-hydroxy-1,2,2-triphenylethyl acetate

There total 6 articles about (R)-(+)-2-hydroxy-1,2,2-triphenylethyl acetate 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: 90.0%

(R)-1,1,2-triphenylethane-1,2-diol (95061-46-4) + acetyl chloride (75-36-5) → (R)-2-acetoxy-1,1,2-triphenylethanol (95061-47-5)

Guidance literature:

With pyridine; In dichloromethane; for 2h; Ambient temperature;

Reference yield: 88.0%

(R)-1,1,2-triphenylethane-1,2-diol (95061-46-4) + acetic anhydride (108-24-7) → (R)-2-acetoxy-1,1,2-triphenylethanol (95061-47-5)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In acetonitrile; at 20 ℃; for 3.58333h; Inert atmosphere;

DOI:10.15227/orgsyn.077.0045

Reference yield: 80.0%

(R)-(+)-2',2',1'-triphenyl-2-hydroxyethyl-(R)-3-hydroxy-1-azabicyclo[2.2.2]octane-3-acetate → ((S)-3-Hydroxy-1-aza-bicyclo[2.2.2]oct-3-yl)-acetic acid hydrazide + (R)-2-acetoxy-1,1,2-triphenylethanol (95061-47-5)

Guidance literature:

With potassium cyanide; hydrazine; In methanol; for 24h; Heating;

DOI:10.1021/jo049404q

upstream raw materials:

(R)-1,1,2-triphenylethane-1,2-diol

acetyl chloride

(R)-Mandelic Acid

(R)-methyl mandelate

Downstream raw materials:

(3R,4S)-((R)-2-hydroxy-1,2,2-triphenylethyl) 3-hydroxy-4-methylhept-6-enoate

(3R,4R)-((R)-2-hydroxy-1,2,2-triphenylethyl) 3-hydroxy-4-methylhept-6-enoate

(1'R,3R)-3-Hydroxy-3-phenylpropansaeure-(2-hydroxy-1,2,2-triphenylethyl)ester

3-Hydroxy-3-phenyl-propionic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester

Refernces

• 1、 Macor, John,Sampognaro, Anthony J.,Verhoest, Patrick R.,Mack, Robert A.,Gaul, Christoph,Martin, Stephen F.. "(R)-(+)-2-hydroxy-1,2,2-triphenylethyl acetate [ 1,2-ethanediol, 1,1,2-triphenyl-, 2-acetate, (R)- ]". . p. 45 - 45. Retrieved 2017/09/08.
• 2、 Braun, Manfred,Devant, Ralf. "(R)- AND (S)-2-ACETOXY-1,1,2-TRIPHENYLETHANOL - EFFECTIVE SYNTHETIC EQUIVALENTS OF A CHIRAL ACETATE ENOLATE". . p. 5031 - 5034. Retrieved 2007/10/02.