85272-31-7 Usage
Chemical Properties
Colorless to yellow liquid
Physical properties
bp 73–75°C/0.35 mmHg; d 1.208 g cm?3.
Uses
Different sources of media describe the Uses of 85272-31-7 differently. You can refer to the following data:
1. Di-t-butylsilyl bis(trifluoromethanesulfonate)
is a reagent for the selective protection of polyhydroxy
compounds. This reagent reacts with 1,2-, 1,3-, and 1,4-diols
under mild conditions to give the corresponding dialkylsilylene
derivatives in high yield (0–50°C, 79–96%). Deprotection is
conveniently achieved by using aqueous hydrofluoric acid in acetonitrile
(eq 1).Unlike di-t-butyldichlorosilane, this reagent reacts with hindered
alcohols. Even pinacol reacts to give the silylene derivative
(100°C, 24 h, 70%). Di-t-butylsilylene derivatives of 1,2-diols are
more reactive than those of 1,3- and 1,4-diols and undergo rapid
hydrolysis (5 min) in THF/H2O at pH 10, while the 1,3- and 1,4-
derivatives are unaffected at pH 4–10 (22°C) for several hours.
This protecting group is stable under the conditions of PDC oxidation
of alcohols (CH2Cl2, 25?C, 27 h) and tosylation of alcohols
(pyridine, 25°C, 27 h).The reagent has seen limited use for the protection of alcohols
but has been used to protect nucleosides (eq 2).The procedure
consists of sequential addition of the ditriflate and triethylamine
to the nucleoside in DMF. The choice of solvent is critical.
2. Protecting group reagent for 1,3-diols used recently in a synthesis of N-homoceramides. Also used for selective α-galactosylation in the synthesis of α-galactosyl ceramides.
Preparation
by the treatment of di-t-butylchlorosilane
with trifluoromethanesulfonic acid, followed by distillation
(71% yield).
Check Digit Verification of cas no
The CAS Registry Mumber 85272-31-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,5,2,7 and 2 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 85272-31:
(7*8)+(6*5)+(5*2)+(4*7)+(3*2)+(2*3)+(1*1)=137
137 % 10 = 7
So 85272-31-7 is a valid CAS Registry Number.
85272-31-7Relevant articles and documents
Synthesis and Restricted Conformation of 3',5'-O-(Di-t-butylsilanediyl)ribonucleosides
Furusawa, Kiyotaka,Ueno, Katsuhiko,Katsura, Tatsuo
, p. 97 - 100 (2007/10/02)
The reaction of ribonucleosides with di-t-butylsilyl diester such as dinitrate, diperchlorate and ditriflate in DMF gave selectively 3',5'-O-(di-t-butylsilanediyl)ribonucleosides in high yield.The conformation analysis by 1H NMR spectroscopy and X-ray crystallography showed that the product has a restricted conformation analogous to that observable in 3',5'-cyclic nucleotides.