A practical and scalable synthesis of SR 142801, a tachykinin NK3 antagonist

Chen, Huai.G.; Chung, Fung Lung; Goel, O. P.; Johnson, Donald D.; Kesten, Suzanne R.; Knobelsdorf, J.; Lee, H.T.; Rubin, John R.

doi:10.1016/s0960-894x(97)00064-4

Cited by 11 publications

(1 citation statement)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In particular, we were interested in developing this chemistry in the context of the synthesis of 4-methylamino-4-phenylpiperidine 1 a key precursor to numerous neuroexcitatory pharmaceuticals including the sanofi-aventis neurokinin antagonist Osanetant (SR-142801). 3 The plan was to synthesize 4-methylamino-4-phenylpiperidine 1 employing isotopically labelled aromatic precursors PhBr and PhOH in conjunction with a Ge-based phase-tag and to cleave the final product from the tag in a traceless fashion (Scheme 1). …”

Section: Introductionmentioning

confidence: 99%

The devolatilization of [¹⁴C]‐labelled aromatics towards the synthesis of [¹⁴C]‐labelled NK antagonists for PK studies

Martin

Spivey

Ellames

et al. 2007

Labelled Comp Radiopharmac

View full text Add to dashboard Cite

Section: Introductionmentioning

confidence: 99%

The devolatilization of [¹⁴C]‐labelled aromatics towards the synthesis of [¹⁴C]‐labelled NK antagonists for PK studies

Martin

Spivey

Ellames

et al. 2007

Labelled Comp Radiopharmac

View full text Add to dashboard Cite

Construction of Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 3‐Arylpiperidin‐2‐ones Under Phase‐Transfer Conditions

2019

View full text Add to dashboard Cite

A highly enantioselective synthesis of δ‐lactams having a chiral quaternary carbon center at the α‐position has been developed through an asymmetric alkylation of 3‐arylpiperidin‐2‐ones under phase‐transfer conditions. In this transformation, a 2,2‐diarylvinyl group on the δ‐lactam nitrogen atom plays a crucial role as a novel protecting group and an achiral auxiliary for improving both yield and enantioselectivity of the reaction.

show abstract

Construction of Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 3‐Arylpiperidin‐2‐ones Under Phase‐Transfer Conditions

2019

View full text Add to dashboard Cite

show abstract

A practical and scalable synthesis of SR 142801, a tachykinin NK3 antagonist

Cited by 11 publications

References 7 publications

The devolatilization of [¹⁴C]‐labelled aromatics towards the synthesis of [¹⁴C]‐labelled NK antagonists for PK studies

The devolatilization of [¹⁴C]‐labelled aromatics towards the synthesis of [¹⁴C]‐labelled NK antagonists for PK studies

Construction of Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 3‐Arylpiperidin‐2‐ones Under Phase‐Transfer Conditions

Construction of Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 3‐Arylpiperidin‐2‐ones Under Phase‐Transfer Conditions

Contact Info

Product

Resources

About

A practical and scalable synthesis of SR 142801, a tachykinin NK3 antagonist

Cited by 11 publications

References 7 publications

The devolatilization of [14C]‐labelled aromatics towards the synthesis of [14C]‐labelled NK antagonists for PK studies

The devolatilization of [14C]‐labelled aromatics towards the synthesis of [14C]‐labelled NK antagonists for PK studies

Construction of Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 3‐Arylpiperidin‐2‐ones Under Phase‐Transfer Conditions

Construction of Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 3‐Arylpiperidin‐2‐ones Under Phase‐Transfer Conditions

Contact Info

Product

Resources

About

The devolatilization of [¹⁴C]‐labelled aromatics towards the synthesis of [¹⁴C]‐labelled NK antagonists for PK studies

The devolatilization of [¹⁴C]‐labelled aromatics towards the synthesis of [¹⁴C]‐labelled NK antagonists for PK studies