Preparation of Some Derivatives of N‐tert‐Butyldecahydro‐3‐isoquinoline Carboxamide

doi:10.1080/00397910701555659

Paper

Preparation of Some Derivatives of N‐tert‐Butyldecahydro‐3‐isoquinoline Carboxamide

Published Oct 1, 2007 · David M. Casper, S. Hitchcock

Synthetic Communications

Q3 SJR score

1

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

Abstract N‐tert‐Butyldecahydro‐3‐isoquinoline carboxamide (1) is a key structural fragment present in a variety of medicinally important HIV protease inhibitors. Derivatives of this carboxamide were prepared by alkylation with either 2‐iodoethanol, allyl bromide, or bromoacetaldehyde dimethylacetal. The corresponding aldehyde of the dimethylacetal derivative was prepared by reaction with BBr3 in CH2Cl2.

Study Snapshot

N-tert-butyldecahydro-3-isoquinoline carboxamide is a key structural fragment in various HIV protease inhibitors, and its preparation allows for the development of new inhibitors.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Paper

Preparation of Some Derivatives of N‐tert‐Butyldecahydro‐3‐isoquinoline Carboxamide

References

Synthesis, X-ray crystallography and computational studies concerning an oxadiazinone derived from d-camphor: a structural limitation of oxadiazinones as chiral auxiliaries

An oxadiazinone derived from d-camphor can be used as a chiral auxiliary, but its structural limitations limit its use as chiral auxiliaries in asymmetric aldol reactions.

Intramolecular chiral relay at stereogenic nitrogen. Synthesis and application of a new chiral auxiliary derived from (1R,2S)-norephedrine and acetone.

The novel chiral auxiliary (1R,2S)-norephedrine and acetone can be used to synthesize a variety of chiral oxadiazinones with high enantiomeric excess, potentially benefiting pharmaceutical and biotechnology applications.

An improved procedure for the asymmetric aldol reaction of the titanium enolate of an N3-propionyl-3,4,5,6-tetrahydro-2H-1,3,4-oxadiazin-2-one

The improved procedure for asymmetric aldol reaction of titanium enolate of N3-propionyl-3,4,5,6-tetrahydro-2H-1,3,4-oxadiazin-2-one allows for deuterated derivatives and aldol adducts with di

Viracept (nelfinavir mesylate, AG1343): a potent, orally bioavailable inhibitor of HIV-1 protease.

AG1343 is a potent, orally bioavailable inhibitor of HIV-1 protease with favorable pharmacokinetic properties in humans, making it a promising treatment for AIDS.

Asymmetric Aldol Route to Hydroxyethylamine Isostere: Stereoselective Synthesis of the Core Unit of Saquinavir.

This study presents a convenient asymmetric syn-aldol reaction and Curtius rearrangement sequence for the stereoselective synthesis of the core unit of saquinavir, a potent and selective HIV protease inhibitor.

Citations