(2S,4S)-1-tert-Butoxycarbonyl-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine
(2S,4S)-1-tert-Butoxycarbonyl-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine (CAS: 61478-28-2) is a chiral bisphosphine ligand with a molecular weight of 553.61 g/mol. This compound is primarily utilised in asymmetric synthesis, serving as a crucial building block and catalyst in the stereoselective production of complex organic molecules. Its defined stereochemistry makes it valuable for achieving high enantiomeric excess in various catalytic transformations.
- IUPAC
- (2S,4S)-1-Boc-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine,BPPM
- Synonyms
- C34H37NO2P2(2S,4S)-1-Boc-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine,BPPM
Asymmetric Catalysis
This chiral bisphosphine ligand is employed in transition metal catalysis to promote enantioselective reactions, such as hydrogenation and C-C bond formation. It facilitates the synthesis of chiral compounds with high optical purity, essential for pharmaceuticals and fine chemicals.
Chiral Building Block
As a heterocyclic chiral building block, it can be incorporated into the synthesis of more complex molecules. The pyrrolidine core and phosphine functionalities offer diverse synthetic possibilities for medicinal chemistry and materials science.
Organic Synthesis
The compound serves as a valuable reagent in general organic synthesis, particularly where stereochemical control is paramount. Its unique structure enables specific catalytic activities and can influence reaction pathways.
| Molecular weight | 553.61 |
|---|---|
| Empirical formula | C34H37NO2P2 |
| Assay | ≥96.0% (sum of enantiomers, HPLC) |
| Optical activity | [α]20/D −39±2°, c = 1% in benzene |
| Storage temperature | 2-8°C |
| Melting point | 96-100 °C |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (2S,4S)-1-tert-Butoxycarbonyl-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine used for?
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(2S,4S)-1-tert-Butoxycarbonyl-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine is primarily used in asymmetric synthesis as a chiral ligand and building block for the stereoselective production of organic molecules. It is particularly valuable in catalytic applications such as asymmetric hydrogenation.
What is the CAS number and formula for this compound?
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The CAS number for (2S,4S)-1-tert-Butoxycarbonyl-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine is 61478-28-2. Its empirical formula is C34H37NO2P2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound with a purity of ≥96.0% (sum of enantiomers, HPLC). TSS does not represent this product as USP, BP, EP or other pharmacopoeial grades.
How should (2S,4S)-1-tert-Butoxycarbonyl-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine be handled?
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This compound is a Warning material and is classified as causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Handle with appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves. Ensure adequate ventilation and avoid breathing dust. Store at 2-8°C.
Is this chemical shipped internationally?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and laboratory reagents, including (2S,4S)-1-tert-Butoxycarbonyl-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine.
How can I request a sample or a quote?
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To request a sample or a quote for (2S,4S)-1-tert-Butoxycarbonyl-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine, please contact our sales team through the website or by phone.
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