1-Boc-4-AP

1-Boc-4-AP
Legal status
Legal status	US: List 1;
Identifiers
	IUPAC name tert-butyl 4-anilinopiperidine-1-carboxylate;
CAS Number	125541-22-2;
PubChem CID	1491502;
ChemSpider	1231607;
UNII	5PB6P54SRS;
ChEMBL	ChEMBL1574621;
CompTox Dashboard (EPA)	DTXSID90363439 ;
Chemical and physical data
Formula	C16H24N2O2
Molar mass	276.380 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)(C)OC(=O)N1CCC(CC1)NC2=CC=CC=C2;
	InChI InChI=1S/C16H24N2O2/c1-16(2,3)20-15(19)18-11-9-14(10-12-18)17-13-7-5-4-6-8-13/h4-8,14,17H,9-12H2,1-3H3; Key:HTIWISWAPVQGMI-UHFFFAOYSA-N;

1-Boc-4-AP (tert-butyl 4-(phenylamino)piperidine-1-carboxylate) is a compound used as an intermediate in the manufacture of fentanyl, as well as various related derivatives such as butyrylfentanyl, furanylfentanyl, benzylfentanyl and homofentanyl, among others. It is an N-protected derivative of 4-anilinopiperidine which can be readily converted to fentanyl or related analogues in several straightforward synthetic steps. It was classified as a DEA List 1 Chemical in 2022, and is also controlled in various other jurisdictions. Its possession, sale and importation are consequently heavily regulated throughout much of the world.^[1] 1-Boc-4-AP has also been identified as an impurity in other designer drug products, though it is unclear if it has any pharmacological activity in its own right.^[2]

References

^ "Specific Listing for 1-boc-4-AP, a Currently Controlled List I Chemical". Federal Register, 87 FR 67550-67553. 9 November 2022.
^ May C, Downey C, Power JD, Kavanagh PV (September 2020). "An unusual detection of tert-butyl-4-anilinopiperidine-1-carboxylate in seizures of falsified 'Xanax' tablets and in items in a suspected heroin seizure submitted by Irish law enforcement". Drug Testing and Analysis. 12 (9): 1387–1392. doi:10.1002/dta.2884. PMID 32567251. S2CID 219974817.

[1] "Specific Listing for 1-boc-4-AP, a Currently Controlled List I Chemical". Federal Register, 87 FR 67550-67553. 9 November 2022.

[pmid32567251-2] May C, Downey C, Power JD, Kavanagh PV (September 2020). "An unusual detection of tert-butyl-4-anilinopiperidine-1-carboxylate in seizures of falsified 'Xanax' tablets and in items in a suspected heroin seizure submitted by Irish law enforcement". Drug Testing and Analysis. 12 (9): 1387–1392. doi:10.1002/dta.2884. PMID 32567251. S2CID 219974817.

[1]

See also

References