dicyclohexyl-[[(4R,5R)-5-(dicyclohexylphosphanylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]phosphane

Base Information

• Chemical Name: dicyclohexyl-[[(4R,5R)-5-(dicyclohexylphosphanylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]phosphane
• CAS No.: 82239-68-7
• Molecular Formula: C31H56O2P2
• Molecular Weight: 522.732
• DSSTox Substance ID: DTXSID80428389
• Wikidata: Q82241224
• Mol file: 82239-68-7.mol

Synonyms:82239-68-7;(-)-CYDIOP;(((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(dicyclohexylphosphine);dicyclohexyl-[[(4R,5R)-5-(dicyclohexylphosphanylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]phosphane;DTXSID80428389;(4R,5R)-Bis[(dicyclohexylphosphino)methyl]-2,2-dimethyl-1,3-dioxolane;((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene)bis(dicyclohexylphosphine)

Chemical Property of dicyclohexyl-[[(4R,5R)-5-(dicyclohexylphosphanylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]phosphane

Chemical Property:

• Vapor Pressure: 7.91E-14mmHg at 25°C
• Boiling Point: 602.4°C at 760 mmHg
• Flash Point: 400.4°C
• PSA: 45.64000
• LogP: 9.80110
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 522.37555502
• Heavy Atom Count: 35
• Complexity: 528

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

(-)-CYDIOP 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC(C(O1)CP(C2CCCCC2)C3CCCCC3)CP(C4CCCCC4)C5CCCCC5)C
• Isomeric SMILES: CC1(O[C@H]([C@@H](O1)CP(C2CCCCC2)C3CCCCC3)CP(C4CCCCC4)C5CCCCC5)C

Technology Process of dicyclohexyl-[[(4R,5R)-5-(dicyclohexylphosphanylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]phosphane

There total 8 articles about dicyclohexyl-[[(4R,5R)-5-(dicyclohexylphosphanylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]phosphane 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: 74.0%

(+)-(2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-difluorobutane (82239-65-4) + lithium dicyclohexylphosphide (19966-81-5) → (-)-(2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(dicyclohexylphosphino)butane (82239-68-7)

Guidance literature:

In 1,4-dioxane; at 35 ℃; for 42h;

DOI:10.1246/cl.1982.265

Reference yield:

1,2-bis(diphenylphosphinoyl)ethane (4141-50-8) → (-)-(2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(dicyclohexylphosphino)butane (82239-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / hydrogen / 5percent Ru/C / methanol / 72 h / 150 °C / 14710.2 Torr / var. cat. : PtO₂, 5percent Rh/C

2: HSiCl₃, Et₃N / benzene / 2 h / 90 °C

With trichlorosilane; hydrogen; triethylamine; Ru-carbon; In methanol; benzene;

DOI:10.1246/cl.1984.1603

Reference yield:

1,2-bis(diphenylphosphinoyl)ethane (4141-50-8) → (4R,5S)-4,5-Bis-[(dicyclohexylphosphanyl)-methyl]-2,2-dimethyl-[1,3]dioxolane (82239-68-7,84409-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / hydrogen / 5percent Ru/C / methanol / 72 h / 150 °C / 14710.2 Torr / var. cat. : PtO₂, 5percent Rh/C

2: HSiCl₃, Et₃N / benzene / 2 h / 90 °C

With trichlorosilane; hydrogen; triethylamine; Ru-carbon; In methanol; benzene;

DOI:10.1246/cl.1984.1603

upstream raw materials:

C₂₆H₄₈O₂P₂

(+)-(2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-difluorobutane

lithium dicyclohexylphosphide

1,2-bis(diphenylphosphinoyl)ethane