1-Boc-Pyrrolidine
- Product Name
- 1-Boc-Pyrrolidine
- CAS No.
- 86953-79-9
- Chemical Name
- 1-Boc-Pyrrolidine
- Synonyms
- N-Boc;NT 0186;1-BOC-PYRROLIDINE;n-boc-pyrrolidine;N-1-BOC-Pyrrolidone;N-T-BOC-PYRROLIDINE;N-T-Boc-Pyrrolidone;N-Boc-pyrrolidine 97%;1-Boc-pyrrolidine,96%;N-tert-Boc-Pyrrolidine
- CBNumber
- CB7361768
- Molecular Formula
- C9H17NO2
- Formula Weight
- 171.24
- MOL File
- 86953-79-9.mol
1-Boc-Pyrrolidine Property
- Boiling point:
- 80 °C/0.2 mmHg (lit.)
- Density
- 0.977 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.449(lit.)
- Flash point:
- 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 and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 427055
- Product name
- N-Boc-pyrrolidine
- Purity
- 97%
- Packaging
- 10g
- Price
- $157
- Updated
- 2025/07/31
- Product number
- B3971
- Product name
- 1-tert-Butoxycarbonylpyrrolidine
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $61
- Updated
- 2025/07/31
- Product number
- B3971
- Product name
- 1-tert-Butoxycarbonylpyrrolidine
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $191
- Updated
- 2025/07/31
- Product number
- 239973
- Product name
- N-Boc-
- Packaging
- 25mg
- Price
- $305
- Updated
- 2021/12/16
- Product number
- 261872
- Product name
- N-Boc-
- Packaging
- 1g
- Price
- $322
- Updated
- 2021/12/16
1-Boc-Pyrrolidine Chemical Properties,Usage,Production
Chemical Properties
liquid
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
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.
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
123-75-1
24424-99-5
86953-79-9
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
Raw materials
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View Lastest Price from 1-Boc-Pyrrolidine manufacturers
- Product
- 1-Boc-Pyrrolidine 86953-79-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-26
- Product
- 1-Boc-Pyrrolidine 86953-79-9
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000Tons
- Release date
- 2024-08-04
- Product
- 1-Boc-Pyrrolidine 86953-79-9
- Price
- US $500.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2018-08-04