(R)-2-azido-2-(2-fluoro-6-iodophenyl)ethanol

Base Information

• Chemical Name: (R)-2-azido-2-(2-fluoro-6-iodophenyl)ethanol
• CAS No.: 1402461-15-7
• Molecular Formula: C₈H₇FIN₃O
• Molecular Weight: 307.066
• Mol file: 1402461-15-7.mol

Synonyms:(R)-2-azido-2-(2-fluoro-6-iodophenyl)ethanol

Chemical Property of (R)-2-azido-2-(2-fluoro-6-iodophenyl)ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-azido-2-(2-fluoro-6-iodophenyl)ethanol

There total 6 articles about (R)-2-azido-2-(2-fluoro-6-iodophenyl)ethanol 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: 98.0%

(R)-[2-azido-2-(2-fluoro-6-iodophenyl)ethoxy](tert-butyl)dimethylsilane (1402461-14-6) → (R)-2-azido-2-(2-fluoro-6-iodophenyl)ethanol (1402461-15-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201205106

Reference yield:

6-fluoro-2-iodobenzaldehyde (146137-72-6) → (R)-2-azido-2-(2-fluoro-6-iodophenyl)ethanol (1402461-15-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

1.2: 24 h / 0 °C / Inert atmosphere

2.1: hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III); methanesulfonamide; osmium(VIII) oxide; potassium carbonate / water; tert-butyl alcohol / 24 h / 0 °C

3.1: dmap; triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

4.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 0.08 h / 0 °C / Inert atmosphere

4.2: 5 h / 0 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

With dmap; osmium(VIII) oxide; n-butyllithium; methanesulfonamide; tetrabutyl ammonium fluoride; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; triethylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; potassium hexacyanoferrate(III); diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; 1.2: |Wittig Olefination / 2.1: |Sharpless Dihydroxylation / 4.1: |Mitsunobu Displacement / 4.2: |Mitsunobu Displacement;

DOI:10.1002/chem.201300687

Reference yield:

1-fluoro-3-iodo-2-vinylbenzene → (R)-2-azido-2-(2-fluoro-6-iodophenyl)ethanol (1402461-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III); methanesulfonamide; osmium(VIII) oxide; potassium carbonate / water; tert-butyl alcohol / 24 h / 0 °C

2.1: dmap; triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

3.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 0.08 h / 0 °C / Inert atmosphere

3.2: 5 h / 0 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

With dmap; osmium(VIII) oxide; methanesulfonamide; tetrabutyl ammonium fluoride; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; triethylamine; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; 1.1: |Sharpless Dihydroxylation / 3.1: |Mitsunobu Displacement / 3.2: |Mitsunobu Displacement;

DOI:10.1002/chem.201300687

upstream raw materials:

6-fluoro-2-iodobenzaldehyde

(S)-1-(2-fluoro-6-iodophenyl)ethane-1,2-diol

(S)-2-[(tert-butyldimethylsilyl)oxy]-1-(2-fluoro-6-iodophenyl)ethanol

(R)-[2-azido-2-(2-fluoro-6-iodophenyl)ethoxy](tert-butyl)dimethylsilane

Downstream raw materials:

(-)-quinocarcin