- 1-Boc-Pyrrolidine
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-
2025-12-24
- CAS:86953-79-9
- Min. Order: 1KG
- Purity: 99.0%
- Supply Ability: 1000Tons
- 1-Boc-Pyrrolidine
-
-
2025-04-04
- CAS:86953-79-9
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1Ton
- 1-Boc-Pyrrolidine
-
- $500.00
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2019-07-06
- CAS:86953-79-9
- Min. Order: 1KG
- Purity: 98%
- Supply Ability: 1ton
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| | 1-Boc-Pyrrolidine Basic information |
| Product Name: | 1-Boc-Pyrrolidine | | Synonyms: | N-1-BOC-Pyrrolidone;Pixantrone-bis-(2’1-pyrrolidinecarboxylic acid tert-butyl ester;1-Pyrrolidinecarboxylic Acid 1,1-DiMethylethyl Ester;NT 0186;N-tert-Butoxycarbonylpyrrolidine;N-BOC-Tetrahydro pyrrole;tert-Butyl pyrrolidine-1-carboxylate, 1-(tert-Butoxycarbonyl)pyrrolidine | | CAS: | 86953-79-9 | | MF: | C9H17NO2 | | MW: | 171.24 | | EINECS: | 617-940-8 | | Product Categories: | Pyrrole&Pyrrolidine&Pyrroline | | Mol File: | 86953-79-9.mol |  |
| | 1-Boc-Pyrrolidine Chemical Properties |
| Boiling point | 80 °C/0.2 mmHg (lit.) | | density | 0.977 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.449(lit.) | | Fp | 187 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Chloroform, Methanol | | form | Oil | | pka | -1.28±0.20(Predicted) | | color | Clear Colorless | | BRN | 4664750 | | InChI | InChI=1S/C9H17NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H2,1-3H3 | | InChIKey | LPQZERIRKRYGGM-UHFFFAOYSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CCCC1 | | CAS DataBase Reference | 86953-79-9(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | RIDADR | NA 1993 / PGIII | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29339900 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 1-Boc-Pyrrolidine Usage And Synthesis |
| Chemical Properties | liquid | | Uses | 1-Boc-pyrrolidine is a boc-protected cyclic amine used as a building block in the preparation of diastereomers by usually undergoing α'-lithiations and electrophilic substitution reactions. | | Uses | N-Boc-pyrrolidine may be used in the synthesis of the following:
- 2-aryl-N-boc-pyrrolidines
- scalemic 2-pyrrolidinylcuprates
- 2-alkenyl-N-Boc-pyrrolidines
- 1-deoxycastanospermine
- methylphenidate analogues
- (+)-elaeokanine A
| | General Description | N-Boc-pyrrolidine is an N-substituted pyrrolidine. It is reported that the reactivity of N-Boc-pyrrolidine towards C-H insertion reaction is 2000 times more than cyclohexane. It undergoes α-arylation in the presence of a palladium catalyst with high enantioselectivity. | | Synthesis | The general procedure for the synthesis of 1-Boc-tetrandrine from tetrandrine and di-tert-butyl dicarbonate is as follows: the synthesis was carried out by a modified literature method (omitting the Sparteine chiral ligand), as specified in J. Am. Chem. Soc. 1994, 116, 3231.The steps are as follows:
A) Preparation of Boc-protected pyrrolidines
Triethylamine (TEA, 15.6 g, 0.15 mol) was slowly added to a dichloromethane (DCM, 150 mL) solution of pyrrolidine (10.0 g, 0.14 mol) in stirring at 0 °C. Subsequently, di-tert-butyl dicarbonate ((Boc)2O, 30.6 g, 0.14 mol) was added, and the reaction mixture was stirred at room temperature for 1 hour. The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm complete pyrrolidine consumption. Upon completion of the reaction, the reaction mixture was washed sequentially with 1 M aqueous hydrochloric acid (100 mL) and brine, and the organic phase was dried over anhydrous sodium sulfate (Na2SO4), filtered, and concentrated under reduced pressure to afford the colorless, oily product 1-Boc-tetrandrine (24.0 g, 100%), which could be used in the subsequent steps without further purification. | | References | [1] Tetrahedron Letters, 2008, vol. 49, # 16, p. 2527 - 2532
[2] Patent: WO2013/102242, 2013, A1. Location in patent: Page/Page column 94; 95
[3] Tetrahedron Letters, 2007, vol. 48, # 47, p. 8318 - 8322
[4] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276
[5] Synthesis, 2001, # 4, p. 550 - 552 |
| | 1-Boc-Pyrrolidine Preparation Products And Raw materials |
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