Comorbidity of Neurodevelopmental Disorders between them and Obsessive Compulsive Disorder and Obsessive Compulsive Personality Disorder https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3416662/

OCD being an anxiety disorder and OCPD being a personality disorder it is entirely possible that these two can be present on the same patient.

Autism, e.g Aspergers Syndrome and ADHD have some similarities but are distinct disorders.

We learn at university that people with Aspergers are frequently obsessive.

Based on Occam's Razor "Pluralitas non est ponenda sine necessitate" Psychiatrists and Neuropsychologists are intently parsimonious in diagnosing a patient with multiple disorders even if the examinee meets the criteria, is indeed experiencing the symptom, has the equivalent behaviour. And we are taught at university just that.

Is there any case in which the behaviour of the examinee undoubtedly suggests comorbidity of OCD,OCPD, ASD and ADHD mixed type maybe even along with an entirely distinct disorder like dysthimia? How exactly are these examinees' behaviours? As a medicine student professors do not answer these questions in their lectures ( one reason I am most probably converting to Law since they are slightly more open there).
I found your question hard to answer because of the multiple disorders involved. I hope my answers contains some information that is usefull to you. However, it is likely not the satifsying answers you are looking for.

According to Hansen, Oerbeck, Skirbekk, Petrovski, &amp; Kristensen (2018) about 21 percent of children with neurodevelopmental disorders (ND) have one comorbid disorder in the category of neurodevelopmental disorders. For ADHD and Autism Spectrum Disorder (ADS), tic disorder was the most common ND. 36% of ADHD patients had tic disorder as well and 44% ASD patients had a tic disorder. As for OCD, 3.3% of the patients with ADHD also had OCD and 4.0% of the patients with ASD had OCD as well. This study did not investigate the OCPD as a possible comorbid disorder for neurodevelopmental disorders. After doing some more searching, I unfortunately could not find much information about OCPD in relation to Neurodevelopmental disorders and the specific example your provided (OCD, OCDP, ADHD and ADS). However, that does not mean it is not possible, in practice all kinds of comorbidities can occur. The behavior of these patients would likely reflect the symptoms of all the disorders present in the patient.

A big problem with our current understanding/diagnosis of disorders is that most of the disorders are categorized based on their symptoms (e.g. DSM V). In practice symptoms between disorders heavily overlap resulting in comorbidity for most patients (Nolen-Hoeksema, 2014). It is often mandatory to diagnose multiple disorders. For example, if the patient meets both the criteria for ADHD and Autism Spectrum Disorder, then both disorders need to be diagnosed, same goes for OCD and OCPD (see DSM V, Chapters about Neurodevelopmental Disorders and Personality Disorders). Sometimes patients are believed to have "hybrid disorders" (multiple symptoms of multiple disorders). Therefore, it would be better to classify disorders according to their causes instead of the symptoms. That would be the first step in truly explaining disorders instead of simply describing them (Davey, 2014).

References

American Psychiatric Association. (2013). Diagnostic and statistical manual of mental disorders (5th ed.). Washington, DC: Author.

Davey G. (2014). Psychopathology: Research, Assessment &amp; Treatment in Clinical Psychology (2nd ed). British Psychological Association and John Wiley &amp; Sons LTD.

Hansen, B., Oerbeck, B., Skirbekk, B., Petrovski, B., &amp; Kristensen, H. (2018). Neurodevelopmental disorders: Prevalence and comorbidity in children referred to mental health services. Nordic Journal of Psychiatry, 72(4), 285-291. doi:10.1080/08039488.2018.1444087

Nolen-Hoeksema, S. (2014). (Ab)normal psychology (6th ed.). New York: McGraw-Hill Education