HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-((1,1-dimethylethoxy)carbonyl)-beta-alanine
Boc-β-Ala-OH · BOC-β-Alanine · BOC-BETA-ALA-OH · Boc-β-Ala · BOC-BETA-ALA · BOC-B-ALANINE · BOC-B-ALA-OH · N-Boc-β-alanine
Identifiers & Physical Properties
| CAS No. | 3303-84-2 |
|---|---|
| Molecular formula | C8H15NO4 |
| Average molar mass | 189.21 g/mol |
| Monoisotopic mass | 189.10010796 g/mol |
| SMILES | CC(C)(C)OC(=O)NCCC(=O)O |
| InChIKey | WCFJUSRQHZPVKY-UHFFFAOYSA-N |
| PubChem CID | 76809 |
| EC No. | 221-979-2 |
| DTXSID | DTXSID60186697 |
Chemical & Physical Properties
| XLogP | 0.4 |
|---|---|
| Topological polar surface area | 75.6 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 5 |
| Heavy atoms | 13 |
| Formal charge | 0 |
| Complexity | 195 |
| Melting point | 76-78 °C |
| Boiling point | 333.9±25.0 °C(Predicted) |
| Density | 1.129±0.06 g/cm3(Predicted) |
| Storage conditions | Keep in dark place,Sealed in dry,Room Temperature |
| Solubility | DMSO (Slightly), Methanol (Slightly) |
| Physical state | Crystalline Powder |
| pKa (acidity coefficient) | 4.46±0.10(Predicted) |
| Color | White to off-white |
| BRN | 1909986 |
| Major applications | 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 | 3303-84-2(CAS DataBase Reference) |
| UNSPSC Code | 12352209 |
| NACRES | NA.22 |
| GHS pictogram | GHS07,GHS05 |
| Signal word | Danger |
| GHS hazard statements | H319-H314-H335 |
| GHS 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 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Hazard symbols | Xn |
| Risk statements (R) | 20/21/22-36/37/38 |
| Safety statements (S) | 22-24/25-36-26 |
| Water hazard class (WGK) | 3 |
| Hazard class | IRRITANT |
| Customs code | 29241990 |
| Storage class | 11 - Combustible Solids |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 58.3% (7 of 12) of all reports.DangerH314 (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. |
|---|---|
| Regulatory information | Status: Active Update: 13-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/34539 |
| Hazard Classes and Categories | Skin Corr. 1B (16.7%) |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Water hazard class (WGK) | 3 |
| Customs code | 29241990 |
| Risk statements (R) | 20/21/22-36/37/38 |
| Signal word | Danger |
| GHS pictogram | GHS07,GHS05 |
| Hazard symbols | Xn |
| Safety statements (S) | 22-24/25-36-26 |
| Hazard class | IRRITANT |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H319-H314-H335 |
| REACH registrations | Active |
| GHS 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 |
Applications & Uses
Description
Boc-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.
Uses
Boc-β-Ala-OH is a reagent used in the synthesis of quinazolines as platelet aggregation inhibitors and ligands of integrin.