N-t-BOC-MDMA

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

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

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

• Substituted methylenedioxyphenethylamine
• 1-Boc-4-AP - a masked fentanyl precursor
• Gabapentin enacarbil
• 4-AcO-DMT
• Lys-MDA
• NBoc-DMT
• Phenatine