Organic synthesis in drug development

Question 1

linear, convergent and parallel sythesis

Answer 1

singular reactions designed to make one compound in each reaction vessel

Question 2

linear, convergent and parallel synthesis are useful for __

Answer 2

targeted libraries (lead optimization)

Question 3

combinatorial chemistry:

Answer 3

collection of techniques that allow for the simultaneous generation of large numbers of chemical compounds at the same time using a variety of starting materials

Question 4

combinatorial chemistry tests

Answer 4

a mixture of compounds (high throughput screening)

Question 5

diversity-oriented synthesis

Answer 5

designed to produce as many diverse compounds as possible from a single scaffold

Question 6

protecting group:

Answer 6

inert group intended to mask the reactivity of a particular functional group to prevent it from interfering with the desired reaction

Question 7

_____ used to make small sets of targeted analogues

Answer 7

linear, convergent, parallel synthesis

Question 8

linear, convergent and parallel synthesis are usually performed in the __ phase

Answer 8

solution

Question 9

linear synthesis:

Answer 9

sequential reactions in which product of first reaction is used in the next reaction in a linear fashion

Question 10

convergent synthesis:

Answer 10

approach designed to improve overall yield of final compound by synthesizing fragments before coupling them together in final reaction

Question 11

parallel synthesis:

Answer 11

performing organic reactions (often the same reaction) side by side to generate diverse compounds for SAR

Question 12

in parallel synthesis, modifications of lead to generate diversity should

Answer 12

be made at last possible step

Question 13

in organic synthesis for SAR, a lead scaffold is used to generate __ optimized analogues

Answer 13

less than 100

Question 14

With organic synthesis for SAR, less than ___ reactions is OK, less than ____ is ideal

Answer 14

10/5

Question 15

combinatorial chemistry:

Answer 15

a particular set of building blocks or precursors are used to prepare all possible derivatives of a given compound class

Question 16

combinatorial chemistry synthesizes compounds ______ and can test ___

Answer 16

in a single vessel/ as a mixture

Question 17

combinatorial chemistry: if you have an active mixture:

Answer 17

identify active component

Question 18

combinatorial chemistry: if you have an inactive mixture:

Answer 18

store for next high througput screening

Question 19

In solid-phase organic synthesis, the starting compound is ______ bound to ______ and sequential reactions are performed to produce ______

Answer 19

covalently/ insoluble resin bead/ a library of diverse compounds

Question 20

the ___ and __ used in solid-phase organic synthesis are soluble

Answer 20

linker/ reagents

Question 21

reactions can be driven to completion with excess reagents that can be easily removed through washing steps: advantage of _____

Answer 21

solid phase organic synthesis

Question 22

Are purification steps necessary at intermediate stages of solid-phase organic synthesis?

Answer 22

No

Question 23

Can individual beads be separated at the end of solid-phase organic synthesis to give individual products?

Answer 23

Yes

Question 24

Can solid-phase organic synthesis be automated?

Answer 24

Yes

Question 25

for SPOS, ______ and ______ must be inert to reaction conditions

Answer 25

resin bead/ linker

Question 26

the linker in SPOS must be ____ through a _____ such as _______

Answer 26

easily cleaved/ direct mechanism/ (acid/base)

Question 27

ideally, in SPOS, _____ should be cleaved through the same mechanism as ____

Answer 27

protecting groups/ linkers