N-((1,1-dimethylethoxy)carbonyl)-beta-alanine
Basic information
- CAS
3303-84-2- Standard SMILES
CC(C)(C)OC(=O)NCCC(=O)O- InChIKey
WCFJUSRQHZPVKY-UHFFFAOYSA-N- Molecular formula
- C8H15NO4
- Average molar mass
- 189.21 g/mol
- Monoisotopic mass
- 189.10010796
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 Ų
- 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)
- Comptox DTXSID
- 60186697 · DTXSID60186697
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
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
- 2924199090
- 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
Chemistry & industry
Applications
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.
Upstream & downstream products
Downstream products
Related reactions
196 records
Compound notes
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