N-((1,1-dimethylethoxy)carbonyl)-beta-alanine (HCID 76809)

Names & identifiers

Preferred name: N-((1,1-dimethylethoxy)carbonyl)-beta-alanine
IUPAC: 3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
English name: Boc-beta-alanine
Molecular formula: C8H15NO4
Molecular weight: 189.21

Names & synonyms

3303-84-2Boc-beta-alanineN-((1,1-Dimethylethoxy)carbonyl)-beta-alanineEINECS 221-979-2N-[(1,1-DIMETHYLETHOXY)CARBONYL]-BETA-ALANINEDTXSID60186697RefChem:822726DTXCID00109188221-979-2Boc-beta-Ala-OHBoc-|A-Ala-OHN-Boc-beta-alanine

Show more names

Boc-β-Ala-OHBOC-β-AlanineBoc-β-AlaBOC-BETA-ALABOC-B-ALANINEN-Boc-β-alanine

3-((TERT-BUTOXYCARBONYL)AMINO)PROPANOIC ACIDN-(tert-butoxycarbonyl)-beta-alanineBoc-b-Ala-OH3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acidMFCD000372913-tert-Butoxycarbonylaminopropionic acid3-(tert-butoxycarbonylamino)propanoic acidBoc-beta -Ala-OH

Database identifiers

CAS: 3303-84-2
PubChem CID: 76809
DTXSID: DTXSID60186697
UNII: VG66T9P4K2
EC Number: 221-979-2
Nikkaji: J262.403F

Properties

Computed structural properties

XLogP: 0.4
Topological polar surface area: 75.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 5
Heavy atoms: 13
Formal charge: 0
Complexity: 195

Physicochemical properties

Melting point: 76 · 76-78 °C
Boiling point: 333.9 · 333.9±25.0 °C(Predicted)
Density: 1.129 · 1.129±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Crystalline Powder
pka: 4.46 · 4.46±0.10(Predicted)
color: White to off-white
BRN: 1909986 · 1909986
Major Application: peptide synthesis
InChI: InChI=1S/C8H15NO4/c1-8(2,3)13-7(12)9-5-4-6(10)11/h4-5H2,1-3H3,(H,9,12)(H,10,11)
InChIKey: WCFJUSRQHZPVKY-UHFFFAOYSA-N
SMILES: C(=O)(NCCC(=O)O)OC(C)(C)C
CAS DataBase Reference: 3303 · 3303-84-2(CAS DataBase Reference)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07,GHS05
Signal word: Danger
Hazard statements: 319 · H319-H314-H335
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313P-P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 22 · 22-24/25-36-26
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29241990 · 29241990
Storage Class: 11 · 11 - Combustible Solids
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 58.3% (7 of 12) of all reports.

Danger

H314 (16.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 12 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 13-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/34539

Hazard Classes and CategoriesSkin Corr. 1B (16.7%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29241990
risk_code: 20/21/22-36/37/38
Signal word: Danger
Symbol(GHS): GHS07,GHS05
hazard_code: Xn
safety_code: 22-24/25-36-26
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H319-H314-H335
REACH Registrations: Active
Precautionary statements: P264-P280-P305+P351+P338-P337+P313P-P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501

Chemistry & industry

Applications · 2 items

DescriptionBoc-beta-Ala-OH is an alkane chain with terminal carboxlic acid and Boc-protected amino groups. The compound can be used as a PROTAC linker in the synthesis of PROTACs. 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-β-Ala-OH is a reagent used in the synthesis of quinazolines as platelet aggregation inhibitors and ligands of integrin.