(3R-cis)-5-(2,4-difluorophenyl)tetrahydro-5-(iodomethyl)-3-furanmethanol

Base Information

• Chemical Name: (3R-cis)-5-(2,4-difluorophenyl)tetrahydro-5-(iodomethyl)-3-furanmethanol
• CAS No.: 182210-71-5
• Molecular Formula: C₁₂H₁₃F₂IO₂
• Molecular Weight: 354.135
• UNII: M4BPS2T88T
• Mol file: 182210-71-5.mol

Synonyms:182210-71-5;(3R-cis)-5-(2,4-difluorophenyl)tetrahydro-5-(iodomethyl)-3-furanmethanol;((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol;[(3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)oxolan-3-yl]methanol;starbld0016330;M4BPS2T88T;SCHEMBL3904223;LBIQKAGCCORVET-PELKAZGASA-N;((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl) tetrahydrofuran-3-yl)methanol;(5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol, (3R,5R)-;3-Furanmethanol, 5-(2,4-difluorophenyl)tetrahydro-5-(iodomethyl)-, (3R-cis)-

Chemical Property of (3R-cis)-5-(2,4-difluorophenyl)tetrahydro-5-(iodomethyl)-3-furanmethanol

Chemical Property:

• Boiling Point: 386.7±42.0 °C(Predicted)
• Density: 1.692±0.06 g/cm3(Predicted)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 353.99283
• Heavy Atom Count: 17
• Complexity: 267

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(COC1(CI)C2=C(C=C(C=C2)F)F)CO
• Isomeric SMILES: C1[C@@H](CO[C@@]1(CI)C2=C(C=C(C=C2)F)F)CO

Technology Process of (3R-cis)-5-(2,4-difluorophenyl)tetrahydro-5-(iodomethyl)-3-furanmethanol

There total 11 articles about (3R-cis)-5-(2,4-difluorophenyl)tetrahydro-5-(iodomethyl)-3-furanmethanol 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: 71.0%

(R)-4-benzyl-3-((3S,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-carbonyl)oxazolidin-2-one (165115-89-9) → (R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) + ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol (182210-71-5)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; 1.) -78 deg C up to RT; 2.) RT, 2 h;

DOI:10.1016/0040-4039(96)01203-8

Reference yield:

(3S,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-carboxylic acid → ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol (182210-71-5)

Guidance literature:

With sodium tetrahydroborate; borane-THF; In tetrahydrofuran; at 0 - 30 ℃; for 2h;

Reference yield:

(R)-4-benzyl-3-((3S,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-carbonyl)oxazolidin-2-one (165115-89-9) → ((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol (182210-71-5)

Guidance literature:

(R)-4-benzyl-3-((3S,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-carbonyl)oxazolidin-2-one; With lithium borohydride; In tetrahydrofuran; ethanol; at -5 - 0 ℃; for 3 - 4h;

With water; ammonium chloride; In tetrahydrofuran; ethanol;

upstream raw materials:

(R)-4-benzyl-3-((3S,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-carbonyl)oxazolidin-2-one

4-(2,4-difluorophenyl)-pent-4-enoic acid

4-(2,4-difluorophenyl)-4-oxobutanoic acid

Downstream raw materials:

4-(4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-1-((2S,3S)-2-(benzyloxy)pentan-3-yl)-1H-1,2,4-triazol-5(4H)-one

posaconazote

((3R,5R)-5-((1H-1,2,4-triazole-1-yl) methyl)-5-(2,4-difluorophenyl) tetrahydrofuran-3-yl)methanol

((3S,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-chlorobenzenesulfonate