N-(tert-Butoxycarbonyl)-1,5-diaminopentane
Basic information
- CAS
51644-96-3- Standard SMILES
CC(C)(C)OC(=O)NCCCCCN- InChIKey
DPLOGSUBQDREOU-UHFFFAOYSA-N- Molecular formula
- C10H22N2O2
- Average molar mass
- 202.29 g/mol
- Monoisotopic mass
- 202.16812795
Names & identifiers
- Preferred name
- N-(tert-Butoxycarbonyl)-1,5-diaminopentane
- IUPAC
- tert-butyl N-(5-aminopentyl)carbamate
- English name
- N-Boc-cadaverine
- Molecular formula
- C10H22N2O2
- Molecular weight
- 202.29
Names & synonyms
51644-96-3N-(tert-Butoxycarbonyl)-1,5-diaminopentaneRefChem:828673629-297-0N-Boc-cadaverineN-Boc-1,5-diaminopentanetert-butyl (5-aminopentyl)carbamatetert-Butyl N-(5-aminopentyl)carbamateNH2-C5-NH-BocN-(5-Aminoamyl)carbamic Acid tert-Butyl Ester1-Boc-Amino-1,5-pentanediamineMFCD00210020
Show more names
TERT-BUTYL N-(5-AMINOAMYL)CARBAMATEBOC-DAPE-OHBOC-DAPE HCLPROTAC Linker 23Boc-DAPe-OH, liq.Boc-NH-(CH2)5-NH2BOC-NH(CH2)5NH2 HCL
N-Boc-1,5-pentanediamineboc-1,5-diaminopentaneCarbamic acid, (5-aminopentyl)-, 1,1-dimethylethyl esterN-1-Boc-1,5-diaminopentane HClN-(tert-Butoxycarbonyl)-1,5-pentanediamineN-(5-Aminopentyl)carbamic Acid tert-Butyl Estertert-butyl(5-aminopentyl)carbamateN-Boc cadaverine
Database identifiers
- CAS
51644-96-3- PubChem CID
- 4352
- DTXSID
DTXSID90274430- EC Number
- 629-297-0
- Nikkaji
- J1.822.080F
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 64.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 7
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 164
Physicochemical properties
- Boiling point
- 309.2 · 309.2±25.0 °C(Predicted)
- Density
- 0.972 g/mL · 0.972 g/mL at 20 °C(lit.)
- refractive index
- 20 · n20/D 1.460
- Flash point
- 109 °C · 109 °C
- storage temp.
- 2 · Keep in dark place,Sealed in dry,2-8°C
- pka
- 12.91 · 12.91±0.46(Predicted)
- form
- Oil
- color
- Yellow
- BRN
- 3603658 · 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 · 51644-96-3(CAS DataBase Reference)
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P332+P317, P337+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 6 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (16.7%)
Safety data
- F
- 10-34
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN 2735 8/PG 3
- hs_code
- 2924190090
- risk_code
- 34
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- safety_code
- 26-36/37/39-45
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- Ⅲ
- Hazard statements
- H314
- Hazard Classifications
Chemistry & industry
Applications
Descriptiontert-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.
UsesSome 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).
UsesN-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.
Upstream & downstream products
Upstream raw materials
Related reactions
41 records
Compound notes
Loading…