((5-((Diphenylphosphino)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)(diphenyl)phosphine

Base Information

• Chemical Name: ((5-((Diphenylphosphino)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)(diphenyl)phosphine
• CAS No.: 32305-98-9
• Molecular Formula: C31H32O2P2
• Molecular Weight: 498.541
• Hs Code.: 29329990
• European Community (EC) Number: 250-984-2
• NSC Number: 699412
• Nikkaji Number: J1.012.906K
• ChEMBL ID: CHEMBL1968764
• Mol file: 32305-98-9.mol

Synonyms:NSC699412;((2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine);53531-20-7;((5-((Diphenylphosphino)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)(diphenyl)phosphine;(-)-2,2-Dimethyl-4,5-((diphenylphosphino)dimethyl)dioxolane;SCHEMBL205923;CHEMBL1968764;Phosphine, [(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene)]bis[diphenyl-, (4R-trans)-;AKOS015913742;NSC-699412;NCI60_035591;FT-0604368;FT-0604409;4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane;(-)-1,4-Bis(diphenylphosphino)-2,3-O-isopropylidene-2,3-butanediol;(4R,5R)-4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane;2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane, (-)-;[5-(diphenylphosphanylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl-diphenyl-phosphane;Phosphine, [(2,2-dimethyl-1,3-dioxolane-4,5-diyl)dimethylene]bis[diphenyl-, trans-(-)-;((5-[(Diphenylphosphino)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)(diphenyl)phosphine #

Chemical Property of ((5-((Diphenylphosphino)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)(diphenyl)phosphine

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 2.75E-13mmHg at 25°C
• Melting Point: 88-90 °C
• Boiling Point: 590.3 °C at 760 mmHg
• Flash Point: 390.9 °C
• PSA: 45.64000
• LogP: 5.77230
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 498.18775425
• Heavy Atom Count: 35
• Complexity: 528

Purity/Quality:

99.0%, ^*data from raw suppliers

(-)-DIOP ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(OC(C(O1)CP(C2=CC=CC=C2)C3=CC=CC=C3)CP(C4=CC=CC=C4)C5=CC=CC=C5)C
• Uses: For the in situ preparation of chiral hydrogenation catalysts.

Technology Process of ((5-((Diphenylphosphino)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)(diphenyl)phosphine

There total 18 articles about ((5-((Diphenylphosphino)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)(diphenyl)phosphine 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: 86.0%

(4R,5R)-4,5-Bis-[(diphenylphosphanyl)-methyl]-2,2-dimethyl-[1,3]dioxolane; compound with borane → (-)-Diop (32305-98-9)

Guidance literature:

With methanol; 4 A molecular sieve; In tetrahydrofuran; at 75 ℃; for 22h;

DOI:10.1246/bcsj.77.1931

Reference yield: 83.0%

(+)-(2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-dichlorobutane (69055-79-4) + lithium diphenylphosphide (65567-06-8,4541-02-0) → (-)-Diop (32305-98-9)

Guidance literature:

In tetrahydrofuran; diethyl ether; -60 deg C, 2 h; r.t.;

DOI:10.1016/0022-328X(89)87124-4

Reference yield: 80.0%

diphenylphosphane (829-85-6) + (4S,5S)-2,2-dimethyl-4,5-bis(p-toluenesulfonyloxymethyl)-1,3-dioxolan (37002-45-2) → (-)-Diop (32305-98-9)

Guidance literature:

diphenylphosphane; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

(4S,5S)-2,2-dimethyl-4,5-bis(p-toluenesulfonyloxymethyl)-1,3-dioxolan; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1002/anie.201812984

upstream raw materials:

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene) dimethanesulfonate

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

lithium diphenylphosphide

(2R,3R)-1,4-bis(diphenylphosphino)-2,3-dihydroxy-2,3-O-isopropylidnebutane P,P'-dioxide

Downstream raw materials:

(2R,3R)-1,4-bis(diphenylphosphino)-2,3-dihydroxy-2,3-O-isopropylidnebutane P,P'-dioxide

(2R,3R)-(-)-1,4-bis(diphenylphosphino)-2,3-butane-diol

{RhCl(4R,5R-DIOP)}

Refernces

• 1、 Hilpert, Lukas J.,Sieger, Simon V.,Haydl, Alexander M.,Breit, Bernhard. "Palladium- and Rhodium-Catalyzed Dynamic Kinetic Resolution of Racemic Internal Allenes Towards Chiral Pyrazoles". . p. 3378 - 3381. Retrieved 2019/02/06.
• 2、 -. "Method for Producing Polyhydroxyalkanoates". . . Retrieved 2009/05/28.