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CAS RN: 1264520-63-9 | Product Number: T2937
O-TBDPS-D-Thr-N-Boc-L-tert-Leu-Diphenylphosphine
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Purity: >98.0%(HPLC)
Synonyms:
- N-(tert-Butoxycarbonyl)-L-tert-leucine N-[(2R,3S)-3-(tert-Butyldiphenylsilyloxy)-1-(diphenylphosphino)-2-butyl]amide
- N-Boc-L-tert-leucine N-[(2R,3S)-3-(tert-Butyldiphenylsilyloxy)-1-(diphenylphosphino)-2-butyl]amide
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
|---|---|---|---|---|---|
| 100MG |
$295.00
|
1 | 1 | 32 |
|
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| Product Number | T2937 |
| Purity / Analysis Method | >98.0%(HPLC) |
| Molecular Formula / Molecular Weight | C__4__3H__5__7N__2O__4PSi = 725.00 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Air Sensitive |
| Packaging and Container | 100MG-Glass Bottle with Plastic Insert (View image) |
| CAS RN | 1264520-63-9 |
| Reaxys Registry Number | 21221495 |
| PubChem Substance ID | 172089008 |
Specifications
| Appearance | White to Almost white powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Elemental analysis(Nitrogen) | 3.60 to 4.00 % |
| Specific rotation [a]20/D | -26.0 to -29.0 deg(C=1、CHCl3) |
| NMR | confirm to structure |
Properties (reference)
| Melting Point | 56 °C |
| Specific Rotation | -28° (C=1,CHCl3) |
GHS
Related Laws:
Transport Information:
| HS Number | 2931.90.9052 |
Application
A Novel Dipeptide-Based Chiral Phosphine Organocatalyst for Asymmetric Cyclization
Typical procedure (entry 1: R = CH3CH2CH2-): To a dried round bottom flask is added N-butylidene-P,P-diphenylphosphinic amide (27.1 mg, 0.1 mmol), O-TBDPS-D-Thr-N-Boc-L-tert-Leu-diphenylphosphine (3.6 mg, 0.005 mmol) and MS5Å (60 mg) under N2, followed by the addition of anhydrous Et2O (1 mL). The reaction mixture is cooled to 0 °C, tert-butyl 2,3-butadienoate (22 micro-L, 0.15 mmol) is then added, and the mixture is stirred at 0 °C for 30 min. The reaction mixture is then filtered (to remove MS5Å) and concentrated under reduced pressure. The residue is purified by column chromatography on silica gel (eluent: hexane/EtOAc = 10:1 to 2:1) to afford the cycloaddition product (37.9 mg, 92% yield, 96% ee) as a colorless oil.
References
PubMed Literature
Articles/Brochures
TCIMAIL
[TCIMAIL No.158] A Novel Dipeptide-Based Chiral Phosphine Organocatalyst for Asymmetric Cyclization[Research Articles] A highly Enantioselective [3+2] Cyclization between Imines and Allenoates Catalyzed by a Dipeptide-Based Chiral Phosphine
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