(S)-(-)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINYL METHYLTMS ETHER
- CAS No.
- 848821-58-9
- Chemical Name:
- (S)-(-)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINYL METHYLTMS ETHER
- Synonyms
- S-Diphenylprolinol trimethyl silyl ether;(2s)-2-[diphenyl[(trimethylsilyl)oxy]methyl]pyrrolidine;(S)-Diphenylprolinol Trimethyl Silyl Ether,99%e.e.;(S)-(-)-α,α-Diphenyl-2-pyrrolidoneMethanoe triMethylsilys ether;(S)-(–)-α,α-DiphenyL;(S)-Hayashi-Jorgensen Catalyst;Jorgenson-Hayashi organocatalyst;[(DIPHENYL)TRIMETHYLSILOXYMETHYL]PYRROLIDINE;(S)-(-)-[(DIPHENYL)TRIMETHYLSILOXYMETHYL]PYRROLIDINE
- CBNumber:
- CB8838775
- Molecular Formula:
- C20H27NOSi
- Molecular Weight:
- 325.52
- MDL Number:
- MFCD08690083
- MOL File:
- 848821-58-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| (S)-(–)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether 95% | 677183 | 1g | $190 |
| (S)-(–)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether 95% | 677183 | 5g | $565 |
| (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Trimethylsilyl Ether >98.0%(GC)(T) | D3843 | 1g | $201 |
| (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Trimethylsilyl Ether >98.0%(GC)(T) | D3843 | 5g | $804 |
| (S)-2-(Diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine | TRC-D492078-50MG | 50mg | $78 |
| More product size | |||
| Boiling point | 412.7±35.0 °C(Predicted) |
|---|---|
| Density | 1.0459 g/mL at 25 °C |
| refractive index | n20/D 1.5513 |
| Flash point | 110 °C |
| storage temp. | 2-8°C |
| form | liquid |
| pka | 10.01±0.10(Predicted) |
| color | Yellow |
| optical activity | [α]22/D -50°, c = 1 in chloroform |
| Hydrolytic Sensitivity | 7: reacts slowly with moisture/water |
| λmax | 193nm(lit.) |
| InChI | InChI=1S/C20H27NOSi/c1-23(2,3)22-20(19-15-10-16-21-19,17-11-6-4-7-12-17)18-13-8-5-9-14-18/h4-9,11-14,19,21H,10,15-16H2,1-3H3/t19-/m0/s1 |
| InChIKey | RSUHWMSTWSSNOW-IBGZPJMESA-N |
| SMILES | N1CCC[C@H]1C(C1=CC=CC=C1)(C1=CC=CC=C1)O[Si](C)(C)C |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi,Xn,F | |||||||||
| Risk Statements | 36/37/38-67-65-48/20-38-11-63 | |||||||||
| Safety Statements | 26-62-36/37-16 | |||||||||
| RIDADR | UN1294 - class 3 - PG 2 - Toluene, solution | |||||||||
| WGK Germany | 3 | |||||||||
| TSCA | No | |||||||||
| HS Code | 29339900 | |||||||||
| Storage Class | 10 - Combustible liquids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
(S)-(-)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINYL METHYLTMS ETHER price More Price(58)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 677183 | (S)-(–)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether 95% | 848821-58-9 | 1g | $190 | 2026-04-30 | Buy |
| Sigma-Aldrich | 677183 | (S)-(–)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether 95% | 848821-58-9 | 5g | $565 | 2026-04-30 | Buy |
| TCI Chemical | D3843 | (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Trimethylsilyl Ether >98.0%(GC)(T) | 848821-58-9 | 1g | $201 | 2026-04-30 | Buy |
| TCI Chemical | D3843 | (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Trimethylsilyl Ether >98.0%(GC)(T) | 848821-58-9 | 5g | $804 | 2026-04-30 | Buy |
| TRC | TRC-D492078-50MG | (S)-2-(Diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine | 848821-58-9 | 50mg | $78 | 2026-06-03 | Buy |
(S)-(-)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINYL METHYLTMS ETHER Chemical Properties,Uses,Production
Chemical Properties
Light yellow liquid
Uses
Organocatalyst for 3-component reactions, and Robinson annulation of α,β-unsaturated aldehydes.
Synthesis
75-77-4
22348-32-9
848821-58-9
To a solution of (S)-diphenylprolinol (4.00 g, 15.8 mmol, 1.00 eq.) in dichloromethane (40 mL) was added imidazole (3.22 g, 47.4 mmol, 3.00 eq.) at 0 °C. Trimethylchlorosilane (5.00 mL, 39.5 mmol, 2.50 eq.) was added slowly and the reaction mixture was subsequently stirred at room temperature for 12 hours. Upon completion of the reaction, the reaction mixture was diluted by addition of methyl tert-butyl ether (MTBE, 100 mL) and filtered to remove insoluble material. The organic phase was washed sequentially with water (50 mL) and saturated aqueous sodium chloride solution (2 x 50 mL), dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the colorless oily product (2S)-2-[diphenyl[(trimethylsilyl ester)oxy]methyl]-pyrrolidine (11, 5.00 g, 15.3 mmol, 97% yield). The product was characterized by 1H NMR (400 MHz, CDCl3), 13C NMR (101 MHz, CDCl3) and HR-MS (ESI), and the data were consistent with the expected structure.
References
[1] Journal of the American Chemical Society, 2014, vol. 136, # 52, p. 18140 - 18148
[2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 18, p. 4996 - 5001
[3] Angewandte Chemie - International Edition, 2005, vol. 44, # 27, p. 4212 - 4215
[4] Patent: WO2010/144293, 2010, A1. Location in patent: Page/Page column 29
[5] Journal of Organic Chemistry, 2010, vol. 75, # 22, p. 7829 - 7841
(S)-(-)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINYL METHYLTMS ETHER Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | +86-(0)57185586718 +86-13336195806 | sales@capot.com | China | 29626 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-2158073036 | info@dakenam.com | China | 14032 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21531 | 55 |
| Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3004 | 60 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63645 | 58 |
| CONIER CHEM AND PHARMA LIMITED | sales@conier.com | China | 49906 | 58 | |
| career henan chemical co | +86-0371-86658258 | factory@coreychem.com | China | 29780 | 58 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21135 | 58 |
| Hubei Ipure Biology Co., Ltd | +8618062405514 | ada@ipurechemical.com | China | 10224 | 58 |
| Alfa Chemistry | -- | info@alfa-chemistry.com | United States | 2343 | 58 |
View Lastest Price from (S)-(-)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINYL METHYLTMS ETHER manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2021-07-02 | (S)-()-α,α-Diphenyl-2-pyrrolidinemethanoltrimethylsilyl ether solution
848821-58-9
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
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2020-01-09 | (S)-(-)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINYL METHYLTMS ETHER
848821-58-9
|
$2.00 | 1g | 98%min | Career Henan Chemical Co |
-

- (S)-()-α,α-Diphenyl-2-pyrrolidinemethanoltrimethylsilyl ether solution
848821-58-9
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-

- (S)-(-)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINYL METHYLTMS ETHER
848821-58-9
- $2.00
- 98%min
- Career Henan Chemical Co
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