chemistry

RTI-274

RTI-274 is a chemistry topic covered in the lgStudy science library. This page brings together a partial reference excerpt, illustrations, worked examples, real-world applications and a short study plan, so you can understand RTI-274 rather than just read about it. In short: RTI(-4229)-274, or 2β-((3,4-Methylenedioxyphenoxy)methyl)-3α-(4-fluorophenyl)nortropane is a phenyltropane homologue of paroxetine developed by the group led by F Ivy Carroll in the 1990s. Introduction Very few esters of phenyltropanes are actually known to have been reported.

Key takeaways

RTI-274 belongs to chemistry; place it in that map before memorising details.
Learn the definition first, then one example that makes the definition concrete.
Connect RTI-274 to a quantity you can measure, compute or draw — that is where exam questions come from.
Reproduce the core statement of RTI-274 from memory before moving on to harder problems.

Reference excerpt

RTI(-4229)-274, or 2β-((3,4-Methylenedioxyphenoxy)methyl)-3α-(4-fluorophenyl)nortropane is a phenyltropane homologue of paroxetine developed by the group led by F Ivy Carroll in the 1990s.

Introduction Very few esters of phenyltropanes are actually known to have been reported. NS2330 and NS2359 both have α,β stereochemistry. NS2214 appears to have been abandoned now, RTI-336 was their latest compound. RTI decided that they wanted to make all 8 stereoisomers of the phenyltropane paroxetine homolog.

N-demethylating the S-α,β (1S,2S,3R) isomer resulted in a 54-fold increase in DAT IC50. In the case of nocaine it is understood that the SR enantiomer is the one that should be demethylated if it is wanted to improve DAT affinity. That is the same enantiomer that is used in the production of paroxetine.

Skeletal rearrangement

Four years later some unrelated authors cited a skeletal rearrangement accounts for this. Diagram Notice that they are not only interested in ethers, but nitrogen containing Nu's ("TRODAT") The metal is called "Technetium" and is bound by a chelating agent. The authors state that at first the acid is halogenated, the amide is prepared, and reduced.

Erratum

(a) (1) 1-chloroethyl chloroformate, 1,2-dichloroethane, reflux; (2) MeOH reflux; (b) p-toluenesulfonyl chloride, triethylamine; (c) LiAlH4, THF, rt; (d) trifluoromethanesulfonic anhydride, pyridine, CH2Cl2; (e) Na, sesamol, THF; (f) 5% Na/Hg amalgam, Na2HPO4, MeOH.

To solve the problem of the unexpected aza-bicyclo[3.2.2]nonane rearrangement product, the original synthesis had to be modified as follows; WIN 35428 was N-demethylated and then the NH amine was reacted with a suitable protecting group so that N is no longer nucleophilic. In their case they used a tosyl.

Illustrations

Worked examples

Example 1 — a first encounter with RTI-274

Start with the simplest possible case. Write down what RTI-274 claims or describes in one sentence, then invent the smallest concrete situation in which that sentence is true. In chemistry, the smallest case is usually a single object, a single equation or a single measurement. Check that every symbol or term in your sentence has a meaning in that case.

Example 2 — changing one variable

Take the situation from Example 1 and change exactly one quantity: double it, halve it, or set it to zero. Predict what should happen to RTI-274 before you calculate. Comparing your prediction with the result is the fastest way to find out whether you understand the idea or only the words.

Example 3 — an exam-style question

Typical questions about RTI-274 ask you to (a) state it precisely, (b) apply it to given data, and (c) explain a limitation. Practise writing all three answers in under five minutes; the third part is what separates a full-mark answer from an average one.

Applications of RTI-274

In research: RTI-274 appears in chemistry research whenever the underlying quantities have to be modelled precisely. Papers usually cite it as a starting assumption and then explore where it breaks down.
In technology and industry: Engineering practice reuses RTI-274 in design rules, simulations and safety margins. Knowing the idea lets you read a specification sheet and understand why the numbers look the way they do.
In the classroom: RTI-274 is common in secondary-school and first-year university syllabi. It links to neighbouring topics 4-Fluorophenyl compounds, Benzodioxoles, Dopamine reuptake inhibitors, so understanding it makes those chapters shorter.
In everyday life: Look for RTI-274 outside the textbook — in sport, cooking, traffic, electronics or the sky above you. An example you found yourself is remembered far longer than one you were given.

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How to study RTI-274 in 20 minutes

Read the reference excerpt below once, without taking notes.
Close the page and write down what RTI-274 means in your own words.
Compare your version with the excerpt and mark what you missed.
Work through the three examples above with pen and paper.
Explain RTI-274 out loud to somebody else — or to Teacher Smith in the lgStudy chat.

Frequently asked questions

What is RTI-274 in simple terms?

RTI(-4229)-274, or 2β-((3,4-Methylenedioxyphenoxy)methyl)-3α-(4-fluorophenyl)nortropane is a phenyltropane homologue of paroxetine developed by the group led by F Ivy Carroll in the 1990s. Introduction Very few esters of phenyltropanes are actually known to have been reported.

Why does RTI-274 matter?

Because it connects several chemistry ideas at once: it gives you a definition you can apply, a quantity you can calculate, and a way to check whether a result is plausible.

How should I study RTI-274?

Read the excerpt, restate it from memory, then work through the examples and applications listed on this page. The five-step study plan above takes about twenty minutes.

What does this page cover?

It gives you a compact reference excerpt plus original lgStudy explanations, examples, applications and study material on RTI-274.