N-Boc-cadaverine
- Product Name
- N-Boc-cadaverine
- CAS No.
- 51644-96-3
- Chemical Name
- N-Boc-cadaverine
- Synonyms
- N-BOC-1,5-DIAMINOPENTANE;TERT-BUTYL N-(5-AMINOAMYL)CARBAMATE;BOC-DAPE-OH;BOC-DAPE HCL;N-Boc-cadaverine;PROTAC Linker 23;Boc-DAPe-OH, liq.;Boc-NH-(CH2)5-NH2;BOC-NH(CH2)5NH2 HCL;BOC-1,5-DIAMINOPENTANE
- CBNumber
- CB5222821
- Molecular Formula
- C10H22N2O2
- Formula Weight
- 202.29
- MOL File
- 51644-96-3.mol
N-Boc-cadaverine Property
- Boiling point:
- 309.2±25.0 °C(Predicted)
- Density
- 0.972 g/mL at 20 °C(lit.)
- refractive index
- n20/D 1.460
- Flash point:
- 109 °C
- storage temp.
- Keep in dark place,Sealed in dry,2-8°C
- pka
- 12.91±0.46(Predicted)
- form
- Oil
- color
- Yellow
- BRN
- 3603658
- InChI
- InChI=1S/C10H22N2O2/c1-10(2,3)14-9(13)12-8-6-4-5-7-11/h4-8,11H2,1-3H3,(H,12,13)
- InChIKey
- DPLOGSUBQDREOU-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)NCCCCCN
- CAS DataBase Reference
- 51644-96-3(CAS DataBase Reference)
Safety
- Hazard Codes
- C
- Risk Statements
- 34
- Safety Statements
- 26-36/37/39-45
- RIDADR
- UN 2735 8/PG 3
- WGK Germany
- 3
- F
- 10-34
- HazardClass
- 8
- PackingGroup
- Ⅲ
- HS Code
- 2924190090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P363Wash contaminated clothing before reuse.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 15406
- Product name
- N-Boc-cadaverine
- Purity
- ≥97.0% (NT)
- Packaging
- 1ml
- Price
- $114.1
- Updated
- 2025/07/31
- Product number
- 15406
- Product name
- N-Boc-cadaverine
- Purity
- 97%
- Packaging
- 5ml
- Price
- $586
- Updated
- 2025/07/31
- Product number
- A1374
- Product name
- N-(tert-Butoxycarbonyl)-1,5-diaminopentane
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $141
- Updated
- 2025/07/31
- Product number
- A1374
- Product name
- N-(tert-Butoxycarbonyl)-1,5-diaminopentane
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $451
- Updated
- 2025/07/31
- Product number
- 265594
- Product name
- Boc-1,5-diaminopentane
- Packaging
- 1g
- Price
- $356
- Updated
- 2021/12/16
N-Boc-cadaverine Chemical Properties,Usage,Production
Description
tert-Butyl (5-aminopentyl)carbamate can be used as a PROTAC linker in the synthesis of PROTACs. tert-Butyl (5-aminopentyl)carbamate is an alkane chain with terminal amine and Boc-protected amino groups. Amine group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The Boc group can be deprotected under mild acidic conditions to form the free amine.
Uses
Some of the reported applications of N-Boc-cadaverine include:
- Synthesis of of a supermacrocycle that self-assemble to form organic nanotubes.
- Preparation of water-soluble unsymmetrical sulforhodamine fluorophores from monobrominated sulfoxanthene dye.
- Synthesis of functionalized porphyrins as biocompatible carrier system for photodynamic therapy (PDT).
Uses
N-Boc-cadaverine is an intermediate in the synthesis of derivative of the folic acid antagonist Methotrexate (M260675) used in the study of membrane-associated folate transporters from L1210 cells.
reaction suitability
reagent type: cross-linking reagent
Synthesis
462-94-2
24424-99-5
51644-96-3
GENERAL PROCEDURE: A solution of di-tert-butyl dicarbonate (22 g, 100 mmol) was prepared by dissolving it in methanol (20 mL) under ice bath cooling conditions. This solution was slowly added dropwise over 30 minutes to a stirred methanol solution (160 mL) of 1,5-diaminopentane (1.8 g, 20 mmol). After the dropwise addition was completed, the ice bath was removed and the reaction mixture was allowed to continue stirring at room temperature for 4 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography with the eluent ratio of chloroform:methanol:ammonia = 10:1:0.1 to give tert-butyl N-(5-aminopentyl)carbamate in 83% yield.
IC 50
Alkyl-Chain
References
[1] European Journal of Organic Chemistry, 1998, # 5, p. 853 - 859
[2] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 6, p. 614 - 617
[3] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 20, p. 7145 - 7155
[4] Journal of Medicinal Chemistry, 2004, vol. 47, # 20, p. 4933 - 4940
[5] Chemical and Pharmaceutical Bulletin, 2015, vol. 63, # 5, p. 326 - 333
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View Lastest Price from N-Boc-cadaverine manufacturers
- Product
- N-Boc-cadaverine 51644-96-3
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 97%
- Supply Ability
- 1000kg
- Release date
- 2025-10-23
- Product
- N-Boc-cadaverine 51644-96-3
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
- Product
- N-Boc-cadaverine 51644-96-3
- Price
- US $3500.00/KG
- Min. Order
- 1G
- Purity
- 95%
- Supply Ability
- 100kg
- Release date
- 2018-08-03