137915-37-8 Usage
General Description
6-O-(triisopropylsilyl)-D-glucal is a chemical compound that is commonly used in organic synthesis as a protecting group for alcohols and as a precursor for various glycosylation reactions. It is a derivative of D-glucose and consists of a triisopropylsilyl (TIPS) group attached to the 6th position of the glucose molecule. This modification enhances the stability of the compound and prevents unwanted reactions with other functional groups during chemical reactions. Additionally, the TIPS group can be readily removed under mild conditions to reveal the free hydroxyl group, making it a valuable tool in the synthesis of complex carbohydrate structures. Overall, 6-O-(triisopropylsilyl)-D-glucal is a versatile and important building block in organic chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 137915-37-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,7,9,1 and 5 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 137915-37:
(8*1)+(7*3)+(6*7)+(5*9)+(4*1)+(3*5)+(2*3)+(1*7)=148
148 % 10 = 8
So 137915-37-8 is a valid CAS Registry Number.
InChI:InChI=1/C15H30O4Si/c1-10(2)20(11(3)4,12(5)6)19-9-14-15(17)13(16)7-8-18-14/h7-8,10-17H,9H2,1-6H3/t13-,14-,15+/m1/s1
137915-37-8Relevant articles and documents
One-pot conversion of glycals to cis-1,2-isopropylidene-α-glycosides
Lohman, Gregory J. S.,Seeberger, Peter H.
, p. 7541 - 7543 (2007/10/03)
Described is a general method for the conversion of glycals to the corresponding 1,2-cis-isopropylidene-α-glycosides. Epoxidation of glycals with dimethyldioxirane followed by ZnCl2-catalyzed addition of acetone converted a variety of protected glycals into 1,2-cis-isopropylidene-α-glycosides in good yield. The reaction is compatible with a range of protecting groups, including esters, benzyl ethers, and silyl ethers, as well as free hydroxyl groups. This method has been applied to develop a synthesis of protected glucuronic acid 1, a key intermediate in the synthesis of glycosaminoglycans. Compound 1 was produced in seven steps and 32% overall yield.