Boc-5-aminopentanoic acid
- Product Name
- Boc-5-aminopentanoic acid
- CAS No.
- 27219-07-4
- Chemical Name
- Boc-5-aminopentanoic acid
- Synonyms
- BOC-5-AVA-OH;BOC-5-AMINOVALERIC ACID;5-(TERT-BUTOXYCARBONYLAMINO)VALERIC ACID;BOC-APE(5)-OH;Boc-5-Ava-OH 97%;BOC-NH-(CH2)4-COOH;RARECHEM EM WB 0073;Boc-d-aMinovaleric acid;5-(BOC-AMINO)VALERIC ACID;N-BOC-5-AMINOVALERIC ACID
- CBNumber
- CB8379946
- Molecular Formula
- C10H19NO4
- Formula Weight
- 217.26
- MOL File
- 27219-07-4.mol
Boc-5-aminopentanoic acid Property
- Melting point:
- 48-52 °C(lit.)
- Boiling point:
- 160-168 °C0.8 mm Hg(lit.)
- Density
- 1.1518 (rough estimate)
- refractive index
- 1.4500 (estimate)
- Flash point:
- >230 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- form
- Powder
- pka
- 4.72±0.10(Predicted)
- color
- Off-white
- BRN
- 2048862
- CAS DataBase Reference
- 27219-07-4(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
-
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
- 475351
- Product name
- Boc-5-Ava-OH
- Purity
- 97%
- Packaging
- 5g
- Price
- $166
- Updated
- 2023/06/20
- Product number
- 475351
- Product name
- Boc-5-Ava-OH
- Purity
- 97%
- Packaging
- 25g
- Price
- $658
- Updated
- 2023/06/20
- Product number
- B2895
- Product name
- N-(tert-Butoxycarbonyl)-5-aminovaleric Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $89
- Updated
- 2025/07/31
- Product number
- B2895
- Product name
- N-(tert-Butoxycarbonyl)-5-aminovaleric Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $301
- Updated
- 2025/07/31
- Product number
- B621205
- Product name
- Boc-5-aminovalericAcid
- Packaging
- 25g
- Price
- $360
- Updated
- 2021/12/16
Boc-5-aminopentanoic acid Chemical Properties,Usage,Production
Description
Boc-5-aminopentanoic acid can be used as a PROTAC linker in the synthesis of PROTACs. Boc-5-aminopentanoic acid is an alkane chain with terminal carboxlic acid and Boc-protected amino groups. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine.
Chemical Properties
solid
Uses
Boc-5-aminovaleric acid can be used to synthesize inhibitors of bacterial quorum seining and biofilm formation. It can also be used to synthesize diblock and triblock copolymers.
Synthesis Reference(s)
The Journal of Organic Chemistry, 48, p. 2424, 1983 DOI: 10.1021/jo00162a028
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
24424-99-5
660-88-8
27219-07-4
Example 4: To a mixed solution of 100 mL of 2% aqueous sodium hydroxide and 100 mL of dioxane containing 5-aminopentanoic acid (5.85 g, 0.05 mol), a solution of dioxane containing di-tert-butyl dicarbonate (10.9 g, 0.05 mol) was slowly added dropwise. The reaction mixture was stirred at room temperature for 18 h and then acidified with 1 N hydrochloric acid to pH 3. The acidified reaction mixture was extracted three times with dichloromethane. The organic layers were combined, washed sequentially with water and dried over sodium sulfate, and concentrated under reduced pressure to give 10.1 g (93.5% yield) of 5-(tert-butoxycarbonylamino)pentanoic acid as a white crystalline solid.
References
[1] Journal of the American Chemical Society, 2018, vol. 140, # 44, p. 14599 - 14603
[2] ChemMedChem, 2016, p. 1172 - 1187
[3] ChemMedChem, 2016, vol. 11, # 11, p. 1172 - 1187
[4] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 4, p. 402 - 407
[5] Patent: US4476228, 1984, A
Boc-5-aminopentanoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Boc-5-aminopentanoic acid manufacturers
- Product
- Boc-5-aminopentanoic acid 27219-07-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 97%
- Supply Ability
- 1000kg
- Release date
- 2025-10-23
- Product
- Boc-5-aminopentanoic acid 27219-07-4
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 200KG
- Release date
- 2020-01-07