7-Oxabicyclo[2.2.1]hept-5-ene-2,3-diol,1-fluoro-,[1R-(exo,exo)]-(9CI)

Base Information

• Chemical Name: 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-diol,1-fluoro-,[1R-(exo,exo)]-(9CI)
• CAS No.: 133218-70-9
• Molecular Formula: C₆H₇FO₃
• Molecular Weight: 146.118
• Mol file: 133218-70-9.mol

Synonyms:7-Oxabicyclo[2.2.1]hept-5-ene-2,3-diol,1-fluoro-,[1R-(exo,exo)]-(9CI)

Chemical Property of 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-diol,1-fluoro-,[1R-(exo,exo)]-(9CI)

Chemical Property:

• PSA: 49.69000
• LogP: -0.65740

Purity/Quality:

99%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-diol,1-fluoro-,[1R-(exo,exo)]-(9CI)

There total 1 articles about 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-diol,1-fluoro-,[1R-(exo,exo)]-(9CI) 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:

cis-1,2-dihydroxy-3-fluorocyclohexa-3,5-diene (131101-27-4) → (1R,2R,3S,6S)-4-Fluoro-7-oxa-bicyclo[4.1.0]hept-4-ene-2,3-diol (133218-69-6) + (1S,2S,3R,4S)-1-Fluoro-7-oxa-bicyclo[2.2.1]hept-5-ene-2,3-diol (133218-70-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; Title compound not separated from byproducts;

DOI:10.1039/c39910000061

Reference yield: 50.0%

(1S,2S,3R,4S)-1-Fluoro-7-oxa-bicyclo[2.2.1]hept-5-ene-2,3-diol (133218-70-9) → (4S,5S,6S)-4,5,6-trihydroxycyclohex-2-enone (89533-81-3,124096-72-6,124096-73-7)

Guidance literature:

With trifluoroacetic acid; In acetone;

DOI:10.1039/c39910000061

Reference yield:

(1S,2S,3R,4S)-1-Fluoro-7-oxa-bicyclo[2.2.1]hept-5-ene-2,3-diol (133218-70-9) → (1S,2R,3S,4S)-5-cyclohexene-1,2,3,4-tetrol (133319-93-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 50 percent / aq. trifluoroacetic acid / acetone

2: 80 percent / pyridine / 18 h / 0 °C

3: 98 percent / NaBH₄-CeCl₃ / methanol

4: pyridine

5: 88 percent / K₂CO₃ / methanol

With pyridine; sodium tetrahydroborate; cerium(III) chloride; potassium carbonate; trifluoroacetic acid; In methanol; acetone;

DOI:10.1039/c39910000061

upstream raw materials:

cis-1,2-dihydroxy-3-fluorocyclohexa-3,5-diene

Downstream raw materials:

(4S,5S,6S)-4,5,6-trihydroxycyclohex-2-enone

(1S,2R,3S,4S)-5-cyclohexene-1,2,3,4-tetrol

(1S,2S,3R,4S)-1,2,3,4-tetra-O-acetylconduritol C

meso-Conduritol D tetraacetate