N-(tert-Butoxycarbonyl)-1,5-diaminopentane (HCID 4352)

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 Å²
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
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 280 · P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 26 · 26-36/37/39-45
RIDADR: 2735 · UN 2735 8/PG 3
WGK Germany: 3 · 3
F: 10 · 10-34
HazardClass: 8 · 8
PackingGroup: Ⅲ
HS Code: 2924190090 · 2924190090
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 B · Skin Corr. 1B

Safety & regulation

GHS classification

GHS Classification · 4 items

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: Skin Corr. 1B
Precautionary statements: P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405

Chemistry & industry

Applications · 3 items

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.