(R)-2-((5-Bromo-2,3-difluorophenoxy)methyl)oxirane

Base Information

• Chemical Name: (R)-2-((5-Bromo-2,3-difluorophenoxy)methyl)oxirane
• CAS No.: 702687-42-1
• Molecular Formula: C9H7 Br F2 O2
• Molecular Weight: 265.054
• European Community (EC) Number: 615-096-5
• DSSTox Substance ID: DTXSID70703516
• Nikkaji Number: J2.809.726C
• Wikidata: Q82635691
• Mol file: 702687-42-1.mol

Synonyms:(R)-2-((5-BROMO-2,3-DIFLUOROPHENOXY)METHYL)OXIRANE;702687-42-1;(2R)-2-[(5-bromo-2,3-difluorophenoxy)methyl]oxirane;SCHEMBL3734971;DTXSID70703516;ZYUZXUFBGPSCBM-ZCFIWIBFSA-N;MFCD09027634;A836819;A1-13377;(R)-2-(5-Bromo-2,3-difluoro-phenoxymethyl)-oxirane;1,2-Difluoro-3-[(R)-oxiranylmethoxy]-5-bromobenzene

Chemical Property of (R)-2-((5-Bromo-2,3-difluorophenoxy)methyl)oxirane

Chemical Property:

• Vapor Pressure: 0.00676mmHg at 25°C
• Refractive Index: 1.536
• Boiling Point: 279.6°C at 760 mmHg
• Flash Point: 146.2°C
• PSA: 21.76000
• Density: 1.673g/cm³
• LogP: 2.50490
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 263.95975
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

NLT 98% ^*data from raw suppliers

(R)-2-((5-Bromo-2,3-difluorophenoxy)methyl)oxirane 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COC2=C(C(=CC(=C2)Br)F)F
• Isomeric SMILES: C1[C@@H](O1)COC2=C(C(=CC(=C2)Br)F)F

Technology Process of (R)-2-((5-Bromo-2,3-difluorophenoxy)methyl)oxirane

There total 1 articles about (R)-2-((5-Bromo-2,3-difluorophenoxy)methyl)oxirane 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%

(R)-glycidyl nosylate (115314-14-2,115314-17-5) + 5-bromo-2,3-difluoro-phenol → (R)-2-(5-Bromo-2,3-difluoro-phenoxymethyl)-oxirane (702687-42-1)

Guidance literature:

5-bromo-2,3-difluoro-phenol; With potassium carbonate; In acetone; for 0.5h; Heating / reflux;

(R)-glycidyl nosylate; In acetone; Heating / reflux;

Reference yield: 84.0%

1,1-dimethyl-2-(indan-2-yl)ethylamine (351490-85-2) + (R)-2-(5-Bromo-2,3-difluoro-phenoxymethyl)-oxirane (702687-42-1) → (R)-1-(5-bromo-2,3-difluoro-phenoxy)-3-(2-indan-2-yl-1,1-dimethyl-ethylamino)-propan-2-ol (702687-43-2)

Guidance literature:

In ethanol; for 12h; Heating / reflux;

Reference yield:

(R)-2-(5-Bromo-2,3-difluoro-phenoxymethyl)-oxirane (702687-42-1) → (E)-3-{3,4-difluoro-5-[(R)-2-hydroxy-3-(2-indan-2-yl-1,1-dimethyl-ethylamino)-propoxy]-phenyl}-acrylic acid hydrochloride

Guidance literature:

Multi-step reaction with 4 steps

1: ethanol / 12 h / Reflux

2: palladium diacetate; tris-(o-tolyl)phosphine; N-ethyl-N,N-diisopropylamine / 3.5 h / 115 °C / Inert atmosphere

3: sodium hydroxide / ethanol; water / 12 h / 20 °C

4: hydrogenchloride / diethyl ether; acetonitrile

With hydrogenchloride; palladium diacetate; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; sodium hydroxide; In diethyl ether; ethanol; water; acetonitrile; 2: |Heck Reaction;

upstream raw materials:

(R)-glycidyl nosylate

Downstream raw materials:

(R)-1-(5-bromo-2,3-difluoro-phenoxy)-3-(2-indan-2-yl-1,1-dimethyl-ethylamino)-propan-2-ol

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