125486-96-6 Usage
Uses
Different sources of media describe the Uses of 125486-96-6 differently. You can refer to the following data:
1. 2-Trimethylsilylethanesulfonyl amide is a useful reagent for introduction of a SES-protected nitrogen functionality, which can be cleaved with fluoride ion.
2. 2-(Trimethylsilyl)ethanesulfonamide is a source of nucleophilic nitrogen that can react in manifold
ways with electrophiles prior to removal of SES group with fluoride ion. It participates in the following reactions: Preparation of N-Sulfonylimines, Mitsunobu Reactions, Azaglycosylation Chemistry, Preparation of Sulfodiimides, Preparation of (N-SES-imino)phenyliodinane etc.
3. Useful reagent for introduction of a SES-protected nitrogen functionality, which can be cleaved with fluoride ion.
Preparation
2-(Trimethylsilyl)ethanesulfonamide is prepared by reaction of 2-(trimethylsilyl)
ethanesulfonyl chloride (accessible from the commercially
available sodium salt of the corresponding sulfonic acid or starting
from vinyl trimethylsilane) with gaseous ammonia (eq 1).
Check Digit Verification of cas no
The CAS Registry Mumber 125486-96-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,5,4,8 and 6 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 125486-96:
(8*1)+(7*2)+(6*5)+(5*4)+(4*8)+(3*6)+(2*9)+(1*6)=146
146 % 10 = 6
So 125486-96-6 is a valid CAS Registry Number.
InChI:InChI=1/C5H15NO2SSi/c1-10(2,3)5-4-9(6,7)8/h4-5H2,1-3H3,(H2,6,7,8)
125486-96-6Relevant articles and documents
A practical method for building linear and cyclic triamines from (2-trimethylsilyl)ethanesulfonamides (SES-amides)
Parker, Laurie L.,Gowans, Nicholas D.,Jones, Stephen W.,Robins, David J.
, p. 10165 - 10171 (2003)
SES-chloride has been obtained in higher yield and purity by improving Weinreb's original procedure, allowing efficient access to the primary SES-amide. Linear triamines can be built conveniently from the SES-amide in high yields, with the potential for orthogonal protection. The modified Richman-Atkins cyclisation of SES-amides allows access to novel biologically interesting triazamacrocycles with combinations of three-, four-, five- and six-carbon bridges within the ring. Purification of the free macrocyclic amines by distillation greatly simplifies the workup, increasing the practicability of multi-gram scale synthesis. Although CsF sometimes provided undesirably low yields in the deprotection step, alternative fluoride sources were found to be unsuitable for the deprotection of SES-triazamacrocycles.
Sequential aza-Baylis-Hillman/ring closing metathesis/aromatization as a novel route for the synthesis of substituted pyrroles
Declerck, Valerie,Ribiere, Patrice,Martinez, Jean,Lamaty, Fredereric
, p. 8372 - 8381 (2007/10/03)
A new route to diverse 2-substituted-3-methoxycarbonyl pyrroles has been developed. Diverse SES protected α-methylene β-aminoesters were obtained by a 3-component aza-Baylis-Hillman reaction. Diversity arose from the aryl aldehydes which can be used in th
