TF-Diol

Base Information

Chemical Name:TF-Diol
CAS No.:209861-02-9
Molecular Formula:C17H20F2O4
Molecular Weight:326.34
Hs Code.:
UNII:8GRZ939Y85
DSSTox Substance ID:DTXSID701113564
Nikkaji Number:J1.998.545H
Mol file:209861-02-9.mol

Synonyms:TF-Diol;209861-02-9;(3aR,4R,5R,6aS)-4-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]hexahydro-2H-cyclopenta[b]furan-2,5-diol;(3aR,4R,5R,6aS)-4-[(E)-3,3-difluoro-4-phenoxybut-1-enyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]furan-2,5-diol;TF-Dio;SCHEMBL7584482;SCHEMBL16344089;LYAPMSDBPDQSPZ-JYJMZDKHSA-N;8GRZ939Y85;DTXSID701113564;AMY30070;EX-A3789;2H-Cyclopenta[b]furan-2,5-diol, 4-[(1E)-3,3-difluoro-4-phenoxy-1-buten-1-yl]hexahydro-, (3aR,4R,5R,6aS)-;AC-33243;(3aR,4R,5R,6aS)-4-((E)-3,3-difluoro-4-phenoxybut-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2,5-diol;2H-Cyclopenta[B]furan-2,5-diol,4-((1E)-3,3-difluoro-4-phenoxy-1-buten-1-yl)hexahydro-,(3aR,4R,5R,6aS)-;2H-Cyclopenta[b]furan-2,5-diol,4-[(1E)-3,3-difluoro-4-phenoxy-1-buten-1-yl]hexahydro-(3aR,4R,5R,6aS)-

Suppliers and Price of TF-Diol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 25 raw suppliers

Chemical Property of TF-Diol

Chemical Property:

Boiling Point:481.9±45.0 °C(Predicted)
PKA:13.01±0.60(Predicted)
PSA：58.92000
Density:1.361±0.06 g/cm3(Predicted)
LogP:2.36120
XLogP3:2.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:326.13296544
Heavy Atom Count:23
Complexity:423

Purity/Quality:: 99.5% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C2C(CC(C2C=CC(COC3=CC=CC=C3)(F)F)O)OC1O
Isomeric SMILES:C1[C@H]([C@@H]([C@@H]2[C@H]1OC(C2)O)/C=C/C(COC3=CC=CC=C3)(F)F)O

Technology Process of TF-Diol

There total 20 articles about TF-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: 97.0%

: 209861-00-7
(3aR,4R,5R,6aS)-4-((E)-3,3-difluoro-4-phenoxybutan-1-en-1-yl)-hexahydro-2-oxo-2H-cyclopenta[b]furan-5-yl benzoate

: 209861-02-9
(3aR,4R,5R,6aS)-4-((E)-3,3-difluoro-4-phenoxybut-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2,5-diol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -65 - -61 ℃; for 3.25h; Inert atmosphere;

Reference yield: 89.0%

: 209861-01-8
(3aR,4R,5R,6aS)-4-((E)-3,3-difluoro-4-phenoxybut-1-en-1-yl)-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one

: 209861-02-9
(3aR,4R,5R,6aS)-4-((E)-3,3-difluoro-4-phenoxybut-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2,5-diol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 - 20 ℃; for 1h;
DOI:10.1021/acs.orglett.0c00745

Reference yield:

: 51638-91-6
(3aR,4R,5R,6aS)-2-oxo-4-((E)-3-oxo-4-phenoxybut-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-5-yl benzoate

: 209861-02-9
(3aR,4R,5R,6aS)-4-((E)-3,3-difluoro-4-phenoxybut-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2,5-diol

Guidance literature:: Multi-step reaction with 3 steps

1: morpholinosulfur trifluoride / CHCl₃ / 82 h / 30 - 40 °C

2: K₂CO₃ / methanol / 3 h / 20 °C

3: 83 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 1 h / -78 °C

With diisobutylaluminium hydride; potassium carbonate; morpholinosulfur trifluoride; In tetrahydrofuran; methanol; chloroform; toluene;
DOI:10.1016/j.tetlet.2003.12.029 DOI:10.2533/000942904777678073