18107-18-1 Usage
Chemical Properties
clear yellow solution
Physical properties
bp 96 °C/775 mmHg; nD/25 1.4362.2
Uses
Different sources of media describe the Uses of 18107-18-1 differently. You can refer to the following data:
1. Reactant for preparation of:
&bull Macrolactam analogs of the natural product macrolide (-)-A26771B with improved metabolic stability and antibacterial activity
&bull Aigialomycin D analogues as protein kinase inhibitors for cancer treatment
&bull Unnatural α-amino acid derivatives containing gem-bisphosphonates via Michael addition reaction
&bull Capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates
&bull Stictamides A-C as matrix metallopeptidase 12 (MMP12) inhibitors with antitumor invasion activity
&bull Endothelin converting enzyme (ECE) Inhibitors WS 75624A and WS 75624B via a cross-metathesis approach
&bull Ent-kaurene derivatives as anti-inflammatory agents
&bull Desmosdumotin C analogs as potent antitumor agents acting via activation of spindle assembly checkpoint
&bull Imidazolo[2,1-b]benzothiazole derivatives as potential p53 inhibitors
2. Trimethylsilyldiazomethane is used as one-carbon homologation reagent; stable, safe substitute for diazomethane;participating in the synthesis reactions of insertion reactions;ketenylation reactions;preparation of homoallylic sulfides;pericyclic reactions;[C-N-N] 1,3-dipole for the preparation of azoles.
3. (Trimethylsilyl)diazomethane is used as an analyte in the determination of some phenolic organohalogens in human serum by GC-MS.
Preparation
Trimethylsilyldiazomethane is prepared by the diazo-transfer reaction of
trimethylsilylmethylmagnesium chloride with diphenyl phosphorazidate
(DPPA) (eq 1).
General Description
(Trimethylsilyl)diazomethane is considered as a non-explosive substitute to diazomethane for the homologation of carbonyl derivatives, mainly ketones, via reactions such as Tiffeneau-Demjanov rearrangement.
Check Digit Verification of cas no
The CAS Registry Mumber 18107-18-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,1,0 and 7 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 18107-18:
(7*1)+(6*8)+(5*1)+(4*0)+(3*7)+(2*1)+(1*8)=91
91 % 10 = 1
So 18107-18-1 is a valid CAS Registry Number.
InChI:InChI=1/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3
18107-18-1Relevant articles and documents
METALLORGANISCHE DIAZOALKANE XVI. SYNTHESE VON SILYLDIAZOALKANEN Me3Si(LnM)CN2
Glozbach, Eberhard,Lorberth, Joerg
, p. 371 - 380 (1980)
Silyldiazoalkanes Me3Si(LnM)CN2 (LnM = Me3Ge, Me3Sn, Me3Pb; Me2As, Me2Sb, Me2Bi) have been synthesized by three different routes: (a) reactions of Me3SiCHN2 with metal amides LnMNR1R2 of Group IVB and VB elements, using Me3SnCl as ca
Catalytic trimerization of bis-silylated diazomethane
Ibad, Muhammad Farooq,Langer, Peter,Rei?, Fabian,Schulz, Axel,Villinger, Alexander
supporting information, p. 17757 - 17768 (2013/01/15)
(Me3Si)2CNN isomerizes upon addition of traces of [Me3Si]+ ions to give (Me3Si)2NNC, which then undergoes an unusual trimerization reaction to give exclusively 4-diazenyl-3-hydrazinylpyrazo
Trimethylsilyldiazomethane - A mild and efficient reagent for the methylation of carboxylic acids and alcohols in natural products
Presser, Armin,Huefner, Antje
, p. 1015 - 1022 (2007/10/03)
Esterification of various naturally occurring carboxylic acids with trimethylsilyldiazo-methane proceeds nearly quantitatively under very mild conditions. Furthermore, highly sterically hindered alcohols can be converted directly to the corresponding methyl ethers. Improved methods for the preparation and quantification of this reagent are described. Springer-Verlag 2004.