{(PS,3R,4R,P'R)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine-P,P'}diiodopalladium

Base Information

• Chemical Name: {(PS,3R,4R,P'R)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine-P,P'}diiodopalladium
• CAS No.: 113452-33-8
• Molecular Formula: C₃₅H₃₉I₂NO₂P₂Pd
• Molecular Weight: 927.877
• Mol file: 113452-33-8.mol

Synonyms:{(PS,3R,4R,P'R)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine-P,P'}diiodopalladium

Chemical Property of {(PS,3R,4R,P'R)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine-P,P'}diiodopalladium

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(PS,3R,4R,P'R)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine-P,P'}diiodopalladium

There total 2 articles about {(PS,3R,4R,P'R)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine-P,P'}diiodopalladium 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: 98.0%

dichloro(cycloocta-1,5-diene)palladium (II) (12107-56-1) + (PR,3R,4R,P'S)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine (113474-67-2) + sodium iodide (7681-82-5,24359-64-6,41927-88-2,115813-40-6) → {(PS,3R,4R,P'R)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine-P,P'}diiodopalladium (113452-33-8)

Guidance literature:

In dichloromethane; under Ar, addn. of Cl2Pd(C8H12) to soln. of ligand in CH2Cl2, stirred for 10 min, addn. of NaI, stirred over night; filtration, washed with CH2Cl2, removal of solvent in vac. from filtrate, dried in vac., chromy. (CH2Cl2/ethyl acetate 19:1); elem. anal.;

Reference yield:

(PR,3R,4R,P'S)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine (113474-67-2) + {PS,3R,4R,P'S}-3,4-bis-((benzyl)phenylphosphanyl)-1-(t-butoxycarbonyl)pyrrolidine (139609-61-3) + {PR,3R,4R,P'R}-3,4-bis-((benzyl)phenylphosphanyl)-1-(t-butoxycarbonyl)pyrrolidine (139609-60-2) + palladium(II) iodide (7790-38-7) → ({PS,3R,4R,P'S}-3,4-bis{(benzyl)phenylphosphanyl}-1-(tert-butoxycarbonyl)pyrrolidine-P,P')diiodopalladium (139684-84-7) + ({PR,3R,4R,P'R}-3,4-bis{(benzyl)phenylphosphanyl}-1-(tert-butoxycarbonyl)pyrrolidine-P,P')diiodopalladium (139684-85-8) + ({PR,3R,4R,P'S}-1-(tert-butoxycarbonyl)-3,4-bis{(benzyl)phenylphosphanyl}pyrrolidine-P,P')diiodopalladium (113452-33-8)

Guidance literature:

In dichloromethane; Ar atmosphere; stirring (12 h); chromy. (silica gel, CH2Cl2), sepn. of isomers on repeated crystn. (CH2Cl2, toluene (ultrasonication), t-butylmethyl ether, acetic acid ester) or chromy. (MPLC, acetone, 2 d); elem. anal.;

Reference yield:

{(PS,3R,4R,P'R)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine-P,P'}diiodopalladium (113452-33-8) → palladium (7440-05-3)

Guidance literature:

In dichloromethane; slow decompn. by standing for several weeks in presence of light;

upstream raw materials:

dichloro(cycloocta-1,5-diene)palladium (II)

(PR,3R,4R,P'S)-3,4-bis(benzylphenylphosphino)-1-(tert-butoxycarbonyl)pyrrolidine

sodium iodide

{PS,3R,4R,P'S}-3,4-bis-((benzyl)phenylphosphanyl)-1-(t-butoxycarbonyl)pyrrolidine

Downstream raw materials:

palladium

Refernces

• 1、 Nagel, Ulrich,Rieger, Bernhard. "Enantioselective Catalysis, 5. - New Ligands with Four Stereogenic Centers. Synthesis and Separation of the Three Diastereomeric -3,4-Bis(methylphenylphosphino)-pyrrolidines". . p. 1123 - 1132. Retrieved 2007/10/02.