(R)-1-Boc-3-cyanopyrrolidine
- Product Name
- (R)-1-Boc-3-cyanopyrrolidine
- CAS No.
- 132945-76-7
- Chemical Name
- (R)-1-Boc-3-cyanopyrrolidine
- Synonyms
- CAS:132945-76-7;(R)-N-Boc-Cyanopyrrolidine;(R)-1-Boc-3-cyanopyrrolid...;(R)-1-Boc-3-cyanopyrrolidine;(R)-1-Boc-3-cyanopyrrolidine 95+%;(R)-1-Boc-3-cyanopyrrolidine;tert-butyl (R)-3-cyanopyrrolidine-1-carboxylate;tert-butyl (3R)-3-cyanopyrrolidine-1-carboxylate;(R)-1-N-Boc-3-Cyano-pyrrolidine(R)-1-N-Boc-3-Cyano-pyrrolidine;1-Pyrrolidinecarboxylic acid, 3-cyano-, 1,1-dimethylethyl ester, (3R)-
- CBNumber
- CB3970861
- Molecular Formula
- C10H16N2O2
- Formula Weight
- 196.25
- MOL File
- 132945-76-7.mol
(R)-1-Boc-3-cyanopyrrolidine Property
- Boiling point:
- 307.9±35.0 °C(Predicted)
- Density
- 1.08±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- solid
- pka
- -3.73±0.40(Predicted)
- Appearance
- white solid
- optical activity
- [α]/D -21.0±2.0°, c = 1 in methanol
- BRN
- 8683216
- CAS DataBase Reference
- 132945-76-7(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
- 779725
- Product name
- (R)-1-Boc-3-cyanopyrrolidine
- Purity
- 96%
- Packaging
- 500mg
- Price
- $328
- Updated
- 2023/06/20
- Product number
- B201405
- Product name
- (R)-1-Boc-3-cyanopyrrolidine
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B201405
- Product name
- (R)-1-Boc-3-cyanopyrrolidine
- Packaging
- 1g
- Price
- $165
- Updated
- 2021/12/16
- Product number
- FB33543
- Product name
- (R)-1-Boc-3-cyanopyrrolidine
- Packaging
- 2g
- Price
- $184
- Updated
- 2021/12/16
- Product number
- OR307043
- Product name
- (R)-1-Boc-3-cyanopyrrolidine
- Purity
- 95+%
- Packaging
- 5g
- Price
- $219
- Updated
- 2021/12/16
(R)-1-Boc-3-cyanopyrrolidine Chemical Properties,Usage,Production
Uses
(R)-1-Boc-3-cyanopyrrolidine can be used as a key intermediate in the synthesis of a β-proline analog named (3R)-carboxy pyrrolidine.
Uses
(R)-1-Boc-3-cyanopyrrolidine is used in the preparation of 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid compounds as anti-microbial agents.
Synthesis
773837-37-9
132945-75-6
132945-76-7
The general procedure for the synthesis of (R)-1-Boc-3-cyanopyrrolidine from the compound (CAS: 773837-37-9) and S-1-Boc-3-OMS-pyrrolidine is as follows: b) Synthesis of 1,1-dimethylethyl (3R)-3-cyano-1-pyrrolidine carboxylate A mixture of 1,1-dimethylethyl (3S)-3-[(methylsulfonyl)oxy]-1-pyrrolidine carboxylic acid ester (211 mmol) with sodium cyanide (633 mmol) in N,N-dimethylformamide (300 mL) was stirred vigorously for 18 h at 100 °C in a nitrogen atmosphere using a mechanical stirrer. After completion of the reaction, the mixture was cooled to room temperature, filtered and washed well with ether. The filtrate was diluted with dilute brine and extracted with ether (4 x 700 mL). The organic extracts were combined, washed with dilute brine, filtered through a pad of sodium sulfate and subsequently concentrated under vacuum. The residue was purified by fast chromatography (eluent: 0-50% ethyl acetate/hexane) to afford the target product (141 mmol, 67% yield). 1H NMR (400 MHz, CDCl3) δ ppm: 1.48 (s, 9H), 2.14-2.37 (m, 2H), 3.00-3.20 (m, 1H), 3.45 (dt, J = 11.05, 6.98 Hz, 1H), 3.53-3.66 (m, 2H), 3.65-3.76 (m, 1H).
References
[1] Patent: WO2011/56635, 2011, A1. Location in patent: Page/Page column 49-50
[2] Patent: WO2011/66211, 2011, A1. Location in patent: Page/Page column 35
[3] Patent: WO2013/28445, 2013, A1. Location in patent: Page/Page column 51
[4] Patent: WO2012/37298, 2012, A1. Location in patent: Page/Page column 82
(R)-1-Boc-3-cyanopyrrolidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (R)-1-Boc-3-cyanopyrrolidine manufacturers
- Product
- (R)-1-Boc-3-cyanopyrrolidine 132945-76-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2019-12-17