Josiphos SLJ002-1

Josiphos SLJ002-1 - Names and Identifiers

Name	(R)-(-)-[(S)-2-(Diphenylphosphino(ferrocenyl]ethyldi-t-butylphosphine
Synonyms	Josiphos SL-J002 Josiphos SLJ002-1 -2-(Diphenylphosphino) ferrocenyl]ethyldi-tert-butylphosphine (R)1[(1S)2(diphenylphosphino)ferrocenyl] et-di-T-butylphosph (R)-(-)-[(S)-2-(Diphenylphosphino(ferrocenyl]ethyldi-t-butylphosphine (R)-1-[(S)-2-(Dipheny1phosphino)ferroceny1] ethyldi-tert-butylphosphine (R)-1-[(1S)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine (R)-(-)-1-[(S)-2-Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine (R)-1-[(S)-2-(Diphenylphosphino)ferrocenyl]-ethyl-di-tert-butylphosphine, Manufactured by Solvias AG
CAS	155830-69-6
InChI	InChI=1/C27H35P2.C5H5.Fe/c1-21(29(26(2,3)4)27(5,6)7)24-19-14-20-25(24)28(22-15-10-8-11-16-22)23-17-12-9-13-18-23;1-2-4-5-3-1;/h8-21H,1-7H3;1-5H;/t21-;;/m1../s1

Josiphos SLJ002-1 - Physico-chemical Properties

Molecular Formula	C32H40FeP210*
Molar Mass	542.45
Melting Point	218-220°C (dec.)
Specific Rotation(α)	-412° ±15° (c 0.5, CHCl3)
Solubility	Chloroform, Methanol
Appearance	Powder
Color	Orange
Storage Condition	Inert atmosphere,Room Temperature

Josiphos SLJ002-1 - Risk and Safety

Risk Codes	R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	24/25 - Avoid contact with skin and eyes.
WGK Germany	3
FLUKA BRAND F CODES	10
HS Code	29319090

Josiphos SLJ002-1 - Preparation solution concentration reference

	1mg	5mg	10mg
1 mM	1.843 ml	9.217 ml	18.435 ml
5 mM	0.369 ml	1.843 ml	3.687 ml
10 mM	0.184 ml	0.922 ml	1.843 ml
5 mM	0.037 ml	0.184 ml	0.369 ml

Last Update：2024-01-02 23:10:35

Josiphos SLJ002-1 - Reference Information

Use

(R)-(-)-1-[(S)-2-diphenyl phosphorus ferrocene ethyl-di-tert-butyl phosphorus is a chiral ferrocene P,P ligand, chiral ferrocene P,P ligand is an important ligand in the preparation of asymmetric catalytic hydrogenation catalysts, compared with most bisphosphine ligands that are easily oxidized, this type of bisphosphine ligand is relatively stable and plays an important role in the synthesis of many drugs and fine chemicals, such as (S)-metolachlor, jasmonate, vitamin H, alogliptin and dextromethorphan, etc., chiral ferrocene P,P ligands have been widely used in large-scale asymmetric catalytic hydrogenation reactions.

preparation

(1)(R)-1-ferrocenyl ethyl di-tert-butyl phosphine synthesis under the protection of argon, vinyl ferrocene (1mol,212g), (R)-3,3 '-bis (3,5-dimethylphenyl)-1,1'-binaphthol phosphonate (0.01mol,5.6g) and 1L toluene, then add di-tert-butylphosphine (1mol,147g), heat up to 60 ℃ for 12 hours, then cool down, drop water into the system, then separate the liquid, the organic layer is dried and filtered with anhydrous magnesium sulfate, and distilled under reduced pressure to remove the solvent to obtain a yellow solid, the recrystallization of dichloromethane and methanol gave 347g of (R)-1-ferrocenyl ethyl di-tert-butylphosphine with 97% yield and 99.5% e.e. (2) Synthesis of (R)-(-)-1-[(S)-2-(diphenylphosphine) ferrocene] ethyl di-tert-butylphosphine under the protection of argon, adding (R)-1-ferrocenyl ethyl di-tert-butylphosphine (0.9mol,321g) and 1L diethyl ether into a dry reactor, and then adding 1M diethylzinc n-hexane solution (0.9mol,0.9L), after reacting at 0°C for 3 hours, add diphenylphosphine chloride (0.9mol,199g) dropwise to the system, add heat and reflux for 2 hours after the dropwise addition, add water to the system to quench, and then separate the liquid. The organic layer is dried and filtered with anhydrous magnesium sulfate, and the solvent is removed by distillation under reduced pressure to obtain a yellow solid, dichloromethane and methanol recrystallized to obtain 468g of (R)-(-)-1-[(S)-2-diphenylphosphor ferrocene ethyl-di-tert-butyl phosphorus with a yield of 96% and a value of 99.3%.

Last Update：2024-04-10 22:29:15