(2R)-1-(triphenylmethoxy)-2-propanol

Base Information

• Chemical Name: (2R)-1-(triphenylmethoxy)-2-propanol
• CAS No.: 20263-26-7
• Molecular Formula: C22H22O2
• Molecular Weight: 318.415
• DSSTox Substance ID: DTXSID90454033
• Nikkaji Number: J53.515J
• Wikidata: Q82275357
• Mol file: 20263-26-7.mol

Synonyms:(R)-1-(Trityloxy)propan-2-ol;20263-26-7;(2R)-1-(triphenylmethoxy)-2-propanol;(R)-1-(Triphenylmethoxy)propan-2-ol;(2R)-1-trityloxypropan-2-ol;SCHEMBL1487205;(R)-1-(Trityloxy)-2-propanol;DTXSID90454033;JODCGDLBQGFBTI-GOSISDBHSA-N;BS-34537

Chemical Property of (2R)-1-(triphenylmethoxy)-2-propanol

Chemical Property:

• PSA: 29.46000
• LogP: 4.37590
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 318.161979940
• Heavy Atom Count: 24
• Complexity: 303

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-(Trityloxy)propan-2-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2R)-1-(triphenylmethoxy)-2-propanol

There total 6 articles about (2R)-1-(triphenylmethoxy)-2-propanol 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: 97.0%

Isopropenyl acetate (108-22-5) + 1,2-propyleneglycol-1-triphenylmethyl ether (71697-18-2) → (S)-1-triphenylmethoxypropan-2-ol (85550-19-2) + (R)-1-triphenylmethylmethoxy-2-propanol (20263-26-7) + (R)-1-triphenylmethyloxy-2-acetoxypropane (138407-35-9)

Guidance literature:

With Novozym 435; potassium tert-butylate; sodium carbonate; [2,3,4,5-Ph4(η⁵-C4CNH(i-Pr))]Ru(CO)2Cl; In toluene; at 25 ℃; for 144h;

DOI:10.1021/jo0355799

Reference yield: 94.2%

(R)-1-triphenylmethyloxy-2-acetoxypropane (138407-35-9) → (R)-1-triphenylmethylmethoxy-2-propanol (20263-26-7)

Guidance literature:

With methanol; sodium methylate; at 20 ℃;

DOI:10.1016/j.tetasy.2011.10.003

Reference yield: 93.0%

trityl chloride (76-83-5) + (2R)-propane-1,2-diol (4254-14-2,63625-56-9) → (R)-1-triphenylmethylmethoxy-2-propanol (20263-26-7)

Guidance literature:

With pyridine; for 7h; Ambient temperature;

upstream raw materials:

trityl chloride

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

(R)-(+)-trityl glycidyl ether

Isopropenyl acetate

Downstream raw materials:

(2R)-(-)-1-(triphenylmethoxy)-2-<(methylsulfonyl)oxy>propane

(R)-2-(dodecyloxy)-1-O-(triphenylmethyl)propane

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

(R,R)-bis(1-methyl-2-triphenylmethyloxy)ethyl ether