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In carbohydrate chemistry carbohydrate acetalisation is an organic reaction and a very effective means of providing a protecting group. The example below depicts the acetalisation reaction of D-ribose 1. With acetone or 2,2-dimethoxypropane as the acetalisation reagent the reaction is under thermodynamic reaction control and results in the ...
These proceeded through 8 different protecting groups (a methyl ester, five acetals, 20 TBDMS esters, nine p‑methoxybenzyl ethers, four benzoates, a methyl hemiacetal, an acetone acetal and an SEM ester). [109] Palytoxin. The introduction or modification of a protecting group occasionally influences the reactivity of the whole molecule.
Used in a more general sense, the term X,Y-acetal also refers to any functional group that consists of a carbon bearing two heteroatoms X and Y. For example, N,O-acetal refers to compounds of type R 1 R 2 C(OR)(NR' 2) (R,R' ≠ H) also known as a hemiaminal ether or Aminal, a.k.a. aminoacetal.
Acetals, as already pointed out, are stable tetrahedral intermediates so they can be used as protective groups in organic synthesis. Acetals are stable under basic conditions, so they can be used to protect ketones from a base. The acetal group is hydrolyzed under acidic conditions. An example with a dioxolane protecting group is given below.
In organic chemistry, an acetonide is the functional group composed of the cyclic ketal of a diol with acetone. The more systematic name for this structure is an isopropylidene ketal. Acetonide is a common protecting group for 1,2- and 1,3-diols. [1] The protecting group can be removed by hydrolysis of the ketal using dilute aqueous acid.
Cyclic acetals (8 C) Pages in category "Protecting groups" The following 19 pages are in this category, out of 19 total. This list may not reflect recent changes. ...
Structure of the benzylidene acetal of glucose. In organic chemistry , a benzylidene acetal is the functional group with the structural formula C 6 H 5 CH(OR) 2 (R = alkyl, aryl). Benzylidene acetals are used as protecting groups in glycochemistry.
Benzylidene acetal is a protecting group in synthetic organic chemistry of the form PhCH(OR) 2. For example, 4,6-O-benzylidene-glucopyranose is a glucose derivative. Benzylidene is an archaic term for compounds of the type PhCHX 2 and PhCH= substituents (Ph = C 6 H 5). For example, dibenzylideneacetone is (PhCH=CH) 2 CO.