ChemicalBook > CAS DataBase List > N-Boc-cadaverine

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
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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)
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Safety

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2735 8/PG 3
WGK Germany 
3
10-34
HazardClass 
8
PackingGroup 
HS Code 
2924190090
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
15406
Product name
N-Boc-cadaverine
Purity
≥97.0% (NT)
Packaging
1ml
Price
$114.1
Updated
2025/07/31
Sigma-Aldrich
Product number
15406
Product name
N-Boc-cadaverine
Purity
97%
Packaging
5ml
Price
$586
Updated
2025/07/31
TCI Chemical
Product number
A1374
Product name
N-(tert-Butoxycarbonyl)-1,5-diaminopentane
Purity
>98.0%(T)
Packaging
1g
Price
$141
Updated
2025/07/31
TCI Chemical
Product number
A1374
Product name
N-(tert-Butoxycarbonyl)-1,5-diaminopentane
Purity
>98.0%(T)
Packaging
5g
Price
$451
Updated
2025/07/31
Usbiological
Product number
265594
Product name
Boc-1,5-diaminopentane
Packaging
1g
Price
$356
Updated
2021/12/16
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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

N-Boc-cadaverine Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Boc-cadaverine Suppliers

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View Lastest Price from N-Boc-cadaverine manufacturers

Shanghai Joiny Pharmaceutical Co.,LTD
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
Zhuozhou Wenxi import and Export Co., Ltd
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
Career Henan Chemical Co
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

51644-96-3, N-Boc-cadaverineRelated Search:


  • TERT-BUTYL N-(5-AMINOAMYL)CARBAMATE
  • TERT-BUTYL N-(5-AMINOPENTYL)CARBAMATE
  • N-TERT-BUTYLOXYCARBONYL-1,5-DIAMINOPENTANE HYDROCHLORIDE
  • N-(TERT-BUTOXYCARBONYL)-1,5-DIAMINOPENTANE
  • N-(TERT-BUTOXYCARBONYL)-1,5-PENTANEDIAMINE
  • N-T-BUTYLOXYCARBONYL-1,5-DIAMINOPENTANE HYDROCHLORIDE
  • N-BOC-1,5-DIAMINOPENTANE
  • N-BOC-1,5-PENTANEDIAMINE
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  • N-1-BOC-1,5-DIAMINOPENTANE HCL
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  • BOC-1,5-DIAMINOPENTANE HCL
  • BOC-1,5-DIAMINOPENTANE HYDROCHLORIDE
  • BOC-DIAMINOPENTANE HCL
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  • BOC-DAPE-OH
  • BOC-NH(CH2)5NH2 HCL
  • TERT-BUTYL N-(2-AMINOPENTYL)CARBAMATE
  • N-Boc-cadaverine
  • 1-BOC-AMINO-1,5-PENTANEDIAMINE
  • 5-tert-butoxycarbonylamino-1-aminopentane
  • N-t-Butyloxycarbonyl-1,5-diaminopentane, N-Boc-cadaverine hydrochloride
  • Boc-DAPe-OH, liq.
  • N-Boc-1,5-diaminopentane, tert-Butyl N-(5-aminopentyl)carbamate
  • N-(5-Aminoamyl)carbamic Acid tert-Butyl Ester N-(5-Aminopentyl)carbamic Acid tert-Butyl Ester N-Boc-1,5-diaminopentane N-(tert-Butoxycarbonyl)-1,5-pentanediamine tert-Butyl N-(5-Aminopentyl)carbamate N-Boc-1,5-pentanediamine
  • CarbaMic acid, N-(5-aMinopentyl)-, 1,1-diMethylethyl ester
  • tert-butyl N-(1,5-diaMinopentyl)carbaMate
  • N-Boc-cadaverine >=97.0% (NT)
  • <i>N</i>-(<i>tert</i>-Butoxycarbonyl)-1,5-diaminopentane
  • N1-Boc-1,5-pentanediamine
  • N-BOC-cadaverine *CAS 51644-96-3*
  • N-(tert-Butoxycarbonyl)-1,5-diaminopentane &gt
  • PROTAC Linker 23
  • NH-2-C5-NH-Boc,inhibit,PROTAC Linkers,PROTAC Linker23,PROTAC Linker-23,NH2C5NHBoc,Inhibitor,NH2 C5 NH Boc
  • Boc-NH-(CH2)5-NH2
  • <i>N</i>-Boc-cadaverine
  • 51644-96-3
  • CH3COCONHCH25NH2
  • C10H22N2O2HCl
  • C10H23ClN2O2
  • Building Blocks
  • Organic Building Blocks
  • Nitrogen Compounds
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  • Monoprotected Diaminoalkanes
  • N-Boc-diaminoalkanes
  • Monoprotected Diaminoalkanes
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  • pharmacetical