SLAP HydroPyrrolopyrazine Reagent - Materials / Alfa Chemistry

NAVIGATION

SLAP HydroPyrrolopyrazine Reagent

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Catalog Number

ACMA00015570

Product Name

SLAP HydroPyrrolopyrazine Reagent

Category

Salt

IUPAC Name

[(2S)-1-(trimethylsilylmethyl)pyrrolidin-2-yl]methanamine

Molecular Weight

186.37g/mol

Molecular Formula

C9H22N2Si

Canonical SMILES

C[Si](C)(C)CN1CCCC1CN

InChI

InChI=1S/C9H22N2Si/c1-12(2,3)8-11-6-4-5-9(11)7-10/h9H,4-8,10H2,1-3H3/t9-/m0/s1

InChI Key

ZRRYXCIPRFOJCJ-VIFPVBQESA-N

Application

SLAP HydroPyrrolopyrazine Reagent serves as a versatile tool for synthesizing N-unprotected piperazines through a photocatalytic cross-coupling process with the aid of Ir[(ppy)2dtbbpy]PF6 (747769). It effectively works with a variety of aldehydes, including heteroaromatic, aromatic, and aliphatic types, and accommodates even complex SLAP reagents, both structurally and stereochemically. Developed in collaboration with the Bode Research Group, this reagent provides a tin-free alternative to the SnAP (tin amine protocol) reagents, facilitating efficient piperazine synthesis without the use of tin.

Complexity

142

Covalently-Bonded Unit Count

Exact Mass

186.155225g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

186.155225g/mol

Rotatable Bond Count

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