N-t-BOC-MDMA

N-t-BOC-MDMA

Identifiers
IUPAC name tert-Butyl N-[1-(1,3-benzodioxol-5-yl)propan-2-yl]-N-methylcarbamate
CAS Number	1228259-70-8^Y
PubChem CID	46237878
ChemSpider	68003816
UNII	DZ4398X4QR
Chemical and physical data
Formula	C16H23NO4
Molar mass	293.363 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CC(CC1=CC2=C(C=C1)OCO2)N(C)C(=O)OC(C)(C)C
InChI InChI=1S/C16H23NO4/c1-11(17(5)15(18)21-16(2,3)4)8-12-6-7-13-14(9-12)20-10-19-13/h6-7,9,11H,8,10H2,1-5H3 Key:AXMVJRRNQRXHMX-UHFFFAOYSA-N

N-t-BOC-MDMA is a chemical compound which can be both a synthetic precursor to, or a prodrug of the empathogenic drug MDMA. It was first identified in Australia in 2015 as a seizure by customs, and has subsequently been found in China, the Netherlands and other European countries. Originally it was thought to be intended as a non-illegal form of MDMA which could be easily converted into the prohibited final product after importation, however one seizure by police found N-t-BOC-MDMA in the process of being pressed into pills, and experiments with simulated gastric fluid confirmed that it can be broken down to MDMA by human stomach acid. Similar N-protected compounds such as N-t-BOC-methamphetamine, N-p-tosyl-methamphetamine, N-t-BOC-ketamine, N-t-BOC-norketamine, and N-methoxycarbonyl-MDA have also been encountered by law enforcement.^{[1][2][3][4][5][6][7]}

Chemical structures of N-t-BOC-methamphetamine, N-p-tosyl-methamphetamine, N-t-BOC-ketamine, and N-methoxycarbonyl-MDA

Legal status

N-t-BOC-MDMA has been specifically listed as an illicit drug in Singapore and South Korea,^[8][9] but is also likely to be controlled by general drug analogue laws in various other countries.

See also

• 1-Boc-4-AP - a masked fentanyl precursor
• Gabapentin enacarbil
• O-Acetylpsilocin
• Lys-MDA
• Phenatine

References

1. Collins M, Donnelly C, Cameron S, Tahtouh M, Salouros H (March 2017). "Identification and characterization of N-tert-butoxycarbonyl-MDMA: a new MDMA precursor". Drug Testing and Analysis. 9 (3): 399–404. doi:10.1002/dta.2059. PMID 27574107.
2. Sugie KI, Kurakami D, Akutsu M, Saito K (2018). "Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry". Forensic Toxicology. 36 (2): 261–269. doi:10.1007/s11419-017-0400-y. PMC 6002434. PMID 29963202.
3. Salouros H (2018). "Illicit drug chemical profiling: current and future state". Australian Journal of Forensic Sciences. 50 (6): 689–696. doi:10.1080/00450618.2018.1424244. S2CID 80559699.
4. Collins M, Bhattarai A, Salouros H (2018). "Another chemically masked drug: p-tosyl methylamphetamine". Drug Testing and Analysis. 10 (5): 898–905. doi:10.1002/dta.2363. PMID 29388381.
5. Johnson CS, Bogun B (2019). "Chemical camouflage: illicit drug concealment using di-tert-butyldicarbonate". Australian Journal of Forensic Sciences. 51: S217 – S219. doi:10.1080/00450618.2019.1569135. S2CID 86747489.
6. European Monitoring Centre for Drugs and Drug Addiction (2019). "Drug precursor developments in the European Union" (PDF). EMCDDA Papers. Luxembourg: Publications Office of the European Union.
7. "Prosecutors Detail 500 Kilogram Ketamine Precursor Raid". ICRT.com. 3 March 2020.
8. "Singapore Misuse of Drugs (Amendment No. 2) Regulations 2020".
9. "Han-soo L. Ministry lists 10 substances on temporary narcotics list". Korea Biomedical Review. 11 May 2018.