(R)-(+)-N-Boc-2-piperidinecarboxylic acid
- Product Name
- (R)-(+)-N-Boc-2-piperidinecarboxylic acid
- CAS No.
- 28697-17-8
- Chemical Name
- (R)-(+)-N-Boc-2-piperidinecarboxylic acid
- Synonyms
- BOC-D-PIP;Boc-D-PIPE;BOC-R-PIP-OH;BOC-D-PIP-OH;BOC-D-HOPRO-OH;BOC-D-PIC(2)-OH;NOC-D-HOMOPRO-OH;BOC-D-HOMOPRO-OH;BOC-D-HOMOPROLINE;Boc-D-beta-homo-Pro
- CBNumber
- CB5715536
- Molecular Formula
- C11H19NO4
- Formula Weight
- 229.27
- MOL File
- 28697-17-8.mol
(R)-(+)-N-Boc-2-piperidinecarboxylic acid Property
- Melting point:
- 116-119 °C(lit.)
- alpha
- 68 º (c=1 in acetic acid)
- Boiling point:
- 353.2±35.0 °C(Predicted)
- Density
- 1.164±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in 2ml dimethyl formamide 0.3gram.
- form
- Crystalline Powder
- pka
- 4.03±0.20(Predicted)
- color
- White to brown
- optical activity
- [α]23/D 63.5±3°, c = 1 in acetic acid
- BRN
- 480023
- InChIKey
- JQAOHGMPAAWWQO-MRVPVSSYSA-N
- CAS DataBase Reference
- 28697-17-8(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
- 516341
- Product name
- (R)-(+)-N-Boc-2-piperidinecarboxylic acid
- Purity
- 98%
- Packaging
- 5g
- Price
- $121
- Updated
- 2023/06/20
- Product number
- B663858
- Product name
- (R)-(+)-N-Boc-2-piperidinecarboxylic acid
- Packaging
- 500mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- B663858
- Product name
- (R)-(+)-N-Boc-2-piperidinecarboxylic acid
- Packaging
- 2.5g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 236197
- Product name
- Boc-D-homoproline 99+%
- Packaging
- 1g
- Price
- $163
- Updated
- 2021/12/16
- Product number
- P000243513
- Product name
- Boc-D-HoPro-OH
- Purity
- 95+%
- Packaging
- 1g
- Price
- $7
- Updated
- 2021/12/16
(R)-(+)-N-Boc-2-piperidinecarboxylic acid Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powder
Uses
It is also applied as catalytic agent and petrochemical additive. It is also an important organic intermediate used in agrochemicals, pharmaceuticals and dyestuff fields.
Uses
(R)-(+)-N-Boc-2-piperidinecarboxylic Acid is a useful intermediate for agrochemical, pharmaceuticals and dye industries.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
24424-99-5
1723-00-8
28697-17-8
The general procedure for the synthesis of (R)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid from di-tert-butyl dicarbonate and D-(+)-2-piperidinic acid was as follows: to a 1000 mL round-bottomed flask were added D-(+)-2-piperidinic acid (8.0 g, 0.062 mol), di-tert-butyl dicarbonate (14.8 g, 0.068 mol), sodium bicarbonate (26.04 g, 0.310 mol) and methanol (400 mL). The mixture was stirred and reacted at room temperature for 24 hours. Upon completion of the reaction, methanol was removed by distillation under reduced pressure. The residue was dissolved in water and subsequently washed three times with ether. The pH of the aqueous phase was adjusted to 2 with saturated potassium bisulfate solution and then extracted three times with dichloromethane. The organic phases were combined, washed three times with saturated saline, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by silica gel column chromatography with the eluent being a mixed solvent of petroleum ether/ethyl acetate/acetic acid, resulting in 12.48 g of white solid product in 87.8% yield. The product was characterized by 1H-NMR (400 MHz, DMSO) and EI-MS: 1H-NMR δ 12.71 (1H, s), 4.61 (1H, d, J = 28.8 Hz), 3.82 (1H, d, J = 12 Hz), 2.93 (1H, m), 2.06 (1H, s), 1.62 (3H, m), 1.39 (11H, m); EI-MS m/z: 229.1 [M]+.
References
[1] Journal of Medicinal Chemistry, 1998, vol. 41, # 4, p. 591 - 601
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 9, p. 1550 - 1557
[3] ChemMedChem, 2013, vol. 8, # 4, p. 577 - 581
[4] Patent: EP2805947, 2014, A1. Location in patent: Paragraph 0074-0075
[5] Patent: US2015/126500, 2015, A1. Location in patent: Paragraph 0127; 0128
(R)-(+)-N-Boc-2-piperidinecarboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (R)-(+)-N-Boc-2-piperidinecarboxylic acid manufacturers
- Product
- (R)-(+)-N-Boc-2-piperidinecarboxylic acid 28697-17-8
- Price
- US $50.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 10000MT
- Release date
- 2023-07-24
- Product
- Boc-D-HomoPro-OH 28697-17-8
- Price
- US $48.00-40.00/ASSAYS
- Min. Order
- 1化验
- Purity
- 99
- Supply Ability
- 20tons
- Release date
- 2021-06-04
- Product
- Boc-D-HomoPro-OH 28697-17-8
- Price
- US $100.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99.9%
- Supply Ability
- 10000
- Release date
- 2020-12-22