401636-52-0

Basic information

• Product Name: di-tert-butyl 4-benzyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: di-tert-butyl 4-benzyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS NO: 401636-52-0
• Molecular Weight: 399.53
• Mol File: 401636-52-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: di-tert-butyl 4-benzyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: di-tert-butyl 4-benzyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate(401636-52-0)
• EPA Substance Registry System: di-tert-butyl 4-benzyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate(401636-52-0)

Safety Data

• Hazardous Substances Data: 401636-52-0(Hazardous Substances Data)

Upstream product

• 1694-31-1 tert-butyl acetoacetate 
• 122-78-1 phenylacetaldehyde 

Downstream Products

• 16035-87-3 N-(p-nitrobenzyl)-p-anisidine 

Relevant articles and documents

Visible-Light-Promoted Biomimetic Reductive Functionalization of Quaternary Benzophenanthridine Alkaloids

Reduction of an iminium C=N double bond is the most important phase I metabolism process associated with the cytotoxic property of quaternary benzophenanthridine alkaloids (QBAs). Inspired by the light-mediated reduction of QBAs with nicotinamide adenine dinucleotide, a visible-light-promoted reductive functionalization reaction of QBAs is reported in this study. C4-Alkyl-1,4-dihydropyridines (DHPs) enable the direct reductive alkylation of QBA independently, serving as both single-electron-transfer reductant reagents under irradiation with 455 nm blue light in the absence of photocatalysts and additional additives. Our protocol can be further applied to the semisynthesis of natural 6-substituted dihydrobenzophenanthridine derivatives such as O-acetyl maclekarpine E.

Substituted Hantzsch Esters as Versatile Radical Reservoirs in Photoredox Reactions

Substituted Hantzsch esters can act as radical reservoirs in photoredox reactions, steadily releasing a carbon radical and a hydrogen atom radical in the absence of an additional electron acceptor. We propose that radical release by substituted Hantzsch esters occurs via a mechanism involving an internal redox cycle. Cinnamidecinnamides, styrenes, α,β-unsaturated acids, and diarylethenes could be alkylated smoothly with these reagents. (Figure presented.).

Alkyl transfer from C-C cleavage

Hydrogenation was only the beginning: Hantzsch esters have now been used to transfer alkyl groups to imines under mild catalytic conditions to provide a variety of amines (see scheme). Benzyl, secondary alkyl, and tertiary alkyl groups containing ether, ester, and hydroxy functionalities were transferred successfully. The use of Hantzsch esters as alkylation reagents offers a practical and complementary alternative to organometallic processes. Copyright