31139-36-3 Usage
Description
Dibenzyl dicarbonate is an organic compound with the chemical formula C20H18O4. It is a diester derived from benzyl alcohol and carbonic acid, characterized by its reactivity and ability to form esters with various functional groups.
Uses
Used in Enzyme Modification:
Dibenzyl dicarbonate is used as a chemical reagent for the chemical modification of histidine residues in horseradish peroxidase. This modification can alter the enzyme's properties, such as stability, activity, or substrate specificity, which may be beneficial for various biotechnological and pharmaceutical applications.
Note: The provided materials only mention the use of Dibenzyl dicarbonate in the chemical modification of histidine residues in horseradish peroxidase. If there are other applications in different industries, they are not mentioned in the provided materials.
Synthesis Reference(s)
Tetrahedron Letters, 27, p. 5375, 1986 DOI: 10.1016/S0040-4039(00)85214-4
Check Digit Verification of cas no
The CAS Registry Mumber 31139-36-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,1,1,3 and 9 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 31139-36:
(7*3)+(6*1)+(5*1)+(4*3)+(3*9)+(2*3)+(1*6)=83
83 % 10 = 3
So 31139-36-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H14O5/c17-15(19-11-13-7-3-1-4-8-13)21-16(18)20-12-14-9-5-2-6-10-14/h1-10H,11-12H2
31139-36-3Relevant articles and documents
Asymmetric total synthesis of sperabillins B and D via lithium amide conjugate addition
Davies, Stephen G.,Haggitt, Jane R.,Ichihara, Osamu,Kelly, Richard J.,Leech, Michael A.,Mortimer, Anne J. Price,Roberts, Paul M.,Smith, Andrew D.
, p. 2630 - 2649 (2007/10/03)
Diastereoselective conjugate addition of homochiral lithium (R)-N-allyl-N-α-methylbenzylamide to methyl (2E,5E)-hepatadienoate, followed by protecting group manipulation and subsequent iodocyclocarbamation allows a concise route to the core fragment, methyl (3R,5R,6R)-3,6-diamino-5- hydroxyheptanoate, of sperabillins B and D. Differentiation between the C-3 and C-6 primary amino groups of this core amino acid was readily achieved by treatment with acetone, giving the 5,6-isopropylidene and C-3-imine protected diamine, with subsequent regioselective acylation of the C-6-nitrogen facilitating the total synthesis of sperabillin D in 10.8% overall yield, and the first asymmetric synthesis of sperabillin B in 5.8% overall yield.
On the Synthesis of Benzyloxycarbonyl Amino Acids
Wuensch, E.,Graf, W.,Keller, O.,Keller, W.,Wersin, G.
, p. 958 - 960 (2007/10/02)
Dibenzyl dicarbonate and 1-benzyloxycarbonyl-benzothiazole are proposed as efficient new acyl donors for the introduction of the benzyloxycarbonyl group into amines for the reversible protection of amino functions particularly in peptide synthesis.