(S)-2-Hydroxy-1,2,2-triphenylethyl acetate

Base Information

• Chemical Name: (S)-2-Hydroxy-1,2,2-triphenylethyl acetate
• CAS No.: 95061-51-1
• Molecular Formula: C22H20O3
• Molecular Weight: 332.399
• Hs Code.: 29181990
• DSSTox Substance ID: DTXSID60352916
• Nikkaji Number: J246.479I
• Wikidata: Q72514734
• Mol file: 95061-51-1.mol

Synonyms:95061-51-1;(S)-2-Hydroxy-1,2,2-triphenylethyl acetate;(S)-(-)-2-hydroxy-1,2,2-triphenylethyl acetate;(1s)-2-hydroxy-1,2,2-triphenylethyl acetate;s-(-)-2-hydroxy-1,2,2-triphenylethyl acetate;[(1S)-2-hydroxy-1,2,2-triphenylethyl] acetate;1,2-Ethanediol, 1,1,2-triphenyl-, 2-acetate, (2S)-;(S)-(-)-2-HYDROXY-122-TRIPHENYLETHYL ACETATE;C22H20O3;(S)-(-)-2-HYDROXY-1,2,3-TRIPHENYLETHYL ACETATE;MFCD00066241;(S)-2-Acetoxy-1,1,2-triphenylethanol;(S)-(-)-1,1,2-Triphenyl-1,2-ethanediol 2-acetate;SCHEMBL3207658;DTXSID60352916;GXLZCXZLVDUDHP-NRFANRHFSA-N;VDA06151;FD1259;AKOS015837911;AC-23813;DS-13079;(S)-1-hydroxy-1,1,2-triphenyleth-2-yl acetate;A852986;1,2-Ethanediol,1,1,2-triphenyl-,2-acetate,(2S)-

Chemical Property of (S)-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: 246-249 °C
• Refractive Index: 1.603
• Boiling Point: 487.647 °C at 760 mmHg
• PKA: 12.40±0.29(Predicted)
• Flash Point: 197.557 °C
• Density: 1.18 g/cm³
• 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

(S)-(-)-2-Hydroxy-1,2,2-triphenylethyl acetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

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
• Uses: (S)-2-Hydroxy-1,2,2-triphenylethyl Acetate is a reactant in the synthesis of Lankacidin derivatives as a 17-membered macrocyclic antibiotic.

Technology Process of (S)-2-Hydroxy-1,2,2-triphenylethyl acetate

There total 5 articles about (S)-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: 93.0%

(S)-1,1,2-triphenyl-1,2-ethanediol (108998-83-0) + acetyl chloride (75-36-5) → (S)-2-acetoxy-1,1,2-triphenylethanol (95061-51-1)

Guidance literature:

With pyridine; In dichloromethane; for 2.08h; Inert atmosphere; Cooling with ice;

Reference yield:

(S)-Methyl mandelate (21210-43-5) → (S)-2-acetoxy-1,1,2-triphenylethanol (95061-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Mg, I₂ / 1.) THF, reflux, 3 h; 2.) THF, reflux, 3-5 h

2: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; iodine; magnesium; In dichloromethane;

Reference yield:

bromobenzene (108-86-1,52753-63-6) + (S)-(-)-ethyl mandelate (13704-09-1) + acetyl chloride (75-36-5) → (S)-2-acetoxy-1,1,2-triphenylethanol (95061-51-1)

Guidance literature:

bromobenzene; (S)-(-)-ethyl mandelate; With magnesium; In tetrahydrofuran; for 16h; Heating;

acetyl chloride; With pyridine; In dichloromethane; at 20 ℃; for 20h;

upstream raw materials:

(S)-1,1,2-triphenyl-1,2-ethanediol

acetyl chloride

bromobenzene

(S)-(-)-ethyl mandelate

Downstream raw materials:

(S)-4-Bromo-3-hydroxy-4-pentenoic acid (S)-1,2,2-triphenyl-2-hydroxyethyl ester

(1'S,3S)-4-<(Benzyloxycarbonyl)amino>-3-hydroxybutanoic acid 2'-hydroxy-1',2',2'-triphenylethyl ester

(1'S,3R)-4-<(Benzyloxycarbonyl)amino>-3-hydroxybutanoic acid 2'-hydroxy-1',2',2'-triphenylethyl ester

(3S,4S)-4-Benzyloxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid (S)-2-hydroxy-1,2,2-triphenyl-ethyl ester