(2R)-3-[2-(Benzyloxy)phenoxy]propane-1,2-diol

Base Information

• Chemical Name: (2R)-3-[2-(Benzyloxy)phenoxy]propane-1,2-diol
• CAS No.: 62501-67-1
• Molecular Formula: C16H18O4
• Molecular Weight: 274.317
• DSSTox Substance ID: DTXSID30494852
• Wikidata: Q82342538
• Mol file: 62501-67-1.mol

Synonyms:62501-67-1;(2R)-3-[2-(Benzyloxy)phenoxy]propane-1,2-diol;DTXSID30494852

Chemical Property of (2R)-3-[2-(Benzyloxy)phenoxy]propane-1,2-diol

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 274.12050905
• Heavy Atom Count: 20
• Complexity: 253

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC=C2OCC(CO)O
• Isomeric SMILES: C1=CC=C(C=C1)COC2=CC=CC=C2OC[C@@H](CO)O

Technology Process of (2R)-3-[2-(Benzyloxy)phenoxy]propane-1,2-diol

There total 5 articles about (2R)-3-[2-(Benzyloxy)phenoxy]propane-1,2-diol 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: 78.0%

(2S)-3-(2'-benzyloxyphenoxy)-1,2-propanediol acetonide (62501-66-0) → (2R)-3-(2'-benzyloxyphenoxy)-1,2-propanediol (62501-67-1)

Guidance literature:

With hydrogenchloride; In water; at 75 ℃; for 5h;

DOI:10.1016/j.bmc.2004.06.040

Reference yield:

benzyl chloride (100-44-7) → (2R)-3-(2'-benzyloxyphenoxy)-1,2-propanediol (62501-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / dimethylformamide

2: (i) NaOMe, aq. EtOH, (ii) aq. HCl, acetone

With potassium hydroxide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00217a002

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → (2R)-3-(2'-benzyloxyphenoxy)-1,2-propanediol (62501-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / dimethylformamide

2: (i) NaOMe, aq. EtOH, (ii) aq. HCl, acetone

With potassium hydroxide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00217a002

upstream raw materials:

(2S)-3-(2'-benzyloxyphenoxy)-1,2-propanediol acetonide

O-benzylcatechol

(R)-2,2-dimethyl-1,3-dioxolane-4-ylmethyl p-toluenesulfonate

benzyl chloride

Downstream raw materials:

(2S)-3-(2'-hydroxyphenoxy)-1,2-propanediol ditosylate

(S)-WB-4101

(R)-(2,3-dihydrobenzo[b][1,4] dioxin-2-yl)methyl 4-methylbenzenesulfonate