CAS 27219-07-4 5-(((Tert-butoxy)carbonyl)amino)pentanoic acid (HCID 545848)

Names & identifiers

Preferred name: 5-(((Tert-butoxy)carbonyl)amino)pentanoic acid
IUPAC: 5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
English name: Boc-5-aminopentanoic acid
Molecular formula: C10H19NO4
Molecular weight: 217.26

Names & synonyms

5-{[(tert-butoxy)carbonyl]amino}pentanoic acid5-(((Tert-butoxy)carbonyl)amino)pentanoic acidRefChem:528466628-000-127219-07-4Boc-5-aminopentanoic acidBoc-5-Ava-OH5-Boc-amino-pentanoic acid5-((tert-Butoxycarbonyl)amino)pentanoic acidBoc-NH-C4-acid5-(Boc-amino)valeric acid5-(tert-Butoxycarbonylamino)valeric Acid

Show more names

BOC-5-AMINOVALERIC ACIDBOC-APE(5)-OHBoc-5-Ava-OH 97%BOC-NH-(CH2)4-COOHRARECHEM EM WB 0073Boc-d-aMinovaleric acid

N-Boc-5-aminopentanoic AcidMFCD000769035-[(tert-Butoxycarbonyl)amino]pentanoic acid5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid5-(tert-Butoxycarbonylamino)pentanoic Acidpentanoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-boc-delta-aminovaleric acidN-Boc-5-aminovaleric Acid

Database identifiers

CAS: 27219-07-4
PubChem CID: 545848
DTXSID: DTXSID30338000
EC Number: 628-000-1
Nikkaji: J409.503K

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 75.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 7
Heavy atoms: 15
Formal charge: 0
Complexity: 220

Physicochemical properties

Melting point: 48 · 48-52 °C(lit.)
Boiling point: 160 · 160-168 °C0.8 mm Hg(lit.)
Density: 1.1518 · 1.1518 (rough estimate)
refractive index: 1.45 · 1.4500 (estimate)
Flash point: 230 °F · >230 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: soluble in Methanol
form: Powder
pka: 4.72 · 4.72±0.10(Predicted)
color: Off-white
BRN: 2048862 · 2048862
Major Application: peptide synthesis
InChI: 1S/C10H19NO4/c1-10(2,3)15-9(14)11-7-5-4-6-8(12)13/h4-7H2,1-3H3,(H,11,14)(H,12,13)
InChIKey: GFMRZAMDGJIWRB-UHFFFAOYSA-N
SMILES: CC(C)(C)OC(=O)NCCCCC(O)=O
CAS DataBase Reference: 27219 · 27219-07-4(CAS DataBase Reference)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 302 · P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
F: 10 · 10-21
HazardClass: IRRITANT
HS Code: 29241990 · 29241990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 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 CategoriesSkin Irrit. 2 (100%)

Safety data

F: 10-21
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29241990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

DescriptionBoc-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.

UsesBoc-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.