(R)-2-(diphenylthiophosphino)ferrocenecarboxaldehyde

Base Information

• Chemical Name: (R)-2-(diphenylthiophosphino)ferrocenecarboxaldehyde
• CAS No.: 896126-23-1
• Molecular Formula: C₂₃H₁₉FeOPS
• Molecular Weight: 430.29

Synonyms:

Chemical Property of (R)-2-(diphenylthiophosphino)ferrocenecarboxaldehyde

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Technology Process of (R)-2-(diphenylthiophosphino)ferrocenecarboxaldehyde

There total 1 articles about (R)-2-(diphenylthiophosphino)ferrocenecarboxaldehyde 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: 85.0%

(R)-2-thiodiphenylphosphino(hydroxymethyl)ferrocene (74286-06-9,497839-23-3,74311-53-8) → (R)-2-(diphenylthiophosphino)ferrocenecarboxaldehyde (896126-22-0,896126-23-1)

Guidance literature:

With N-morpholine oxide; tris(triphenylphosphine)ruthenium(II) chloride; In acetone; N-morpholine oxide was heated in vac. at 90°C for 3 h; cooled to room temp.; acetone, Fe complex and Ru complex (catalyst) were successively introduced under Ar; mixt. was stirred at room temp. for 3 h; evapd.; ether and aq. HCl added; org. phase washed (H2O); dried (Na2SO4); chromd. (silica gel, pentane/ether, 1/1); elem. anal.;

DOI:10.1016/j.jorganchem.2005.11.053

Reference yield: 76.0%

(R,R)-2,3-butandiol (24347-58-8) + (S)-2-(diphenylthiophosphino)ferrocenecarboxaldehyde (896126-22-0,896126-23-1) → (3R,5R,Sp)-[(C5H5)Fe(C5H3(P(S)(C6H5)2)(CHOCH(Me)CH(Me)O))]

Guidance literature:

With camphorsulphonic acid; In toluene; Fe complex in flask equipped with Dean-Stark app. was purged with Ar; dissolved in toluene; diol and catalytic amt. of acid were successively added; heated at 110°C for 2 h; cooled to room temp.; dild. with CH2Cl2; K2CO3 added; mixt. stirred for 1 h; filtered through Celite; evapd.; chromd. (silica gel, pentane/ether, 10/1);

DOI:10.1016/j.jorganchem.2005.11.053

Reference yield: 75.0%

(R)-butane-1,3-diol (6290-03-5) + (S)-2-(diphenylthiophosphino)ferrocenecarboxaldehyde (896126-22-0,896126-23-1) → (1S,3R,Sp)-[(C5H5)Fe(C5H3(P(S)(C6H5)2)(CHOCH(Me)CH2CH2O))]

Guidance literature:

With camphorsulphonic acid; In toluene; Fe complex in flask equipped with Dean-Stark app. was purged with Ar; dissolved in toluene; diol and catalytic amt. of acid were successively added; heated at 110°C for 2 h; cooled to room temp.; dild. with CH2Cl2; K2CO3 added; mixt. stirred for 1 h; filtered through Celite; evapd.; chromd. (silica gel, pentane/ether, 10/1);

DOI:10.1016/j.jorganchem.2005.11.053

upstream raw materials:

(R)-2-thiodiphenylphosphino(hydroxymethyl)ferrocene

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