4-iodocaramiphen

Base Information

• Chemical Name: 4-iodocaramiphen
• CAS No.: 135569-31-2
• Molecular Formula: C18H26INO2
• Molecular Weight: 415.314
• Mol file: 135569-31-2.mol

Synonyms:4-iodocaramiphen

Chemical Property of 4-iodocaramiphen

Chemical Property:

• Boiling Point: 441.4±35.0 °C(Predicted)
• PKA: 9.24±0.25(Predicted)
• PSA: 29.54000
• Density: 1.380±0.06 g/cm3(Predicted)
• LogP: 3.98800

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-iodocaramiphen

There total 9 articles about 4-iodocaramiphen 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: 47.0%

C24H38BNO4 → Iodocaramiphen (135569-31-2)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; potassium iodide; In methanol; water; at 80 ℃; for 12h; Sealed tube;

DOI:10.1021/jacs.5b02052

Reference yield:

1-phenylcyclopentanecarboxylic acid chloride (17380-62-0) → Iodocaramiphen (135569-31-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / 25 °C

2: [(1,5-cyclooctadiene)(OH)iridium(I)]2; (6,6’-dimethoxy-[1,1 ‘-biphenyl]-2,2’-diyl)bis(bis(3 ,5-dimethyl-phenyl)phosphine) / hexane / 120 h / 85 °C / Inert atmosphere; Glovebox; Sealed tube

3: copper(l) iodide; 1,10-Phenanthroline; potassium iodide / methanol; water / 12 h / 80 °C / Sealed tube

With copper(l) iodide; 1,10-Phenanthroline; (6,6’-dimethoxy-[1,1 ‘-biphenyl]-2,2’-diyl)bis(bis(3 ,5-dimethyl-phenyl)phosphine); [(1,5-cyclooctadiene)(OH)iridium(I)]2; N-ethyl-N,N-diisopropylamine; potassium iodide; In methanol; hexane; dichloromethane; water;

DOI:10.1021/jacs.5b02052

Reference yield:

1-(p-aminophenyl)cyclopentanecarboxylic acid (91640-63-0) → Iodocaramiphen (135569-31-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaNO₂, HCl, 2.) KI / 1.) H₂O, 0 deg C, 2.) H₂O, RT, 16 h

2: SOCl₂ / toluene / 1 h / 110 °C

3: toluene / 2 h / 110 °C

With hydrogenchloride; thionyl chloride; potassium iodide; sodium nitrite; In toluene;

DOI:10.1002/(SICI)1099-1344(199605)38:5<471::AID-JLCR854>3.0.CO;2-Q

upstream raw materials:

2-(Diethylamino)ethanol

1-phenyl-1-cyclopentanecarboxylic acid

1-(4-nitro-phenyl)-cyclopentanecarboxylic acid

1-(p-aminophenyl)cyclopentanecarboxylic acid

Refernces

• 1、 Strijckmans,Hunter,Dolle,Coulon,Loc'h,Maziere. "Synthesis of a potential M1 muscarinic agent [76Br] bromocaramiphen". . p. 471 - 481. Retrieved 2007/10/03.