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Chapter 5: Q. 56 E-c (page 148)

Identify the indicated hydrogens in the following molecules as pro-R or pro-S:

Short Answer

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Prochiral compounds are planar compounds, and the carbon is hybridized, or they can be defined as achiral compounds that can be converted into chiral compounds by a single step.There are two terms, pro-R and pro-S, used in prochirality.

Step by step solution

01

Prochiral compounds

Prochiral compounds are planar compounds, and the carbon is hybridized, or they can be defined as achiral compounds that can be converted into chiral compounds by a single step.There are two terms, pro-R and pro-S, used in prochirality.

02

Indicating hydrogens as pro-R and pro-S

(c).

Suppose the indicated hydrogens attached to carbon are different—one is H1, and the other isH2If the chiral carbon configuration is R, the replaced hydrogen is pro-R. If the chiral carbon configuration is S, the replaced hydrogen is pro-S. The H below the plane is pro-R, and the H above the plane is pro-S.


Cysteine

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The first step in the metabolism of glycerol, formed by digestion of fats, is phosphorylation of the pro-R -CH2OHgroup by reaction with adenosine triphosphate (ATP) to give the corresponding glycerol phosphate plus adenosine diphosphate (ADP). Show the stereochemistry of the product.

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