102276-19-7 Usage
Structure
1,3-Dioxolane derivative
It is a six-membered heterocycle with two oxygen atoms.
Stereochemistry
[4R-(2alpha,4alpha,5beta)]-
The compound has a specific stereochemistry, with the 4R configuration and the 2alpha, 4alpha, and 5beta positions occupied.
Functionality
Protecting group for aldehydes and ketones
The compound is used to protect aldehyde and ketone functional groups during organic synthesis.
Removal
Easily removed under mild acidic conditions
The protecting group can be removed without harsh conditions, making it a useful tool in organic chemistry.
Applications
Pharmaceutical, agrochemical, and fragrance industries
The compound is used in the preparation of various products in these industries.
Safety
Flammable and may cause skin and eye irritation
It is important to handle this chemical with care due to its flammability and potential for causing irritation.
Check Digit Verification of cas no
The CAS Registry Mumber 102276-19-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,2,2,7 and 6 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 102276-19:
(8*1)+(7*0)+(6*2)+(5*2)+(4*7)+(3*6)+(2*1)+(1*9)=87
87 % 10 = 7
So 102276-19-7 is a valid CAS Registry Number.
102276-19-7Relevant academic research and scientific papers
Synthesis and reactivity of chiral alkoxyallenes prepared by carbocupration of propargylic acetals.
Marek, I.,Alexakis, A.,Mangeney, P.,Normant, J. F.
, p. 171 - 190 (2007/10/02)
Chiral propargylic acetals are easily prepared with a chiral diol having a C2 axis of symmetry.They react highly diastereoselectively with Grignard reagents, under CuI catalysis, to afford axially chiral alkoxy allenes.The process is believed to involve a syn addition of the organometallic reagent across the triple bond, followed by a selective anti β-elimination of the alkoxy moiety next to the pseudoaxial substituent of the acetal ring.Although these chiral alkoxy allenes slowly racemize in the presence of CuI salts it is possible to slow down this processby addition of trivalent phosphorus ligands.In the absence of any copper salt, such preformed alkenyl organometallic reagents (Li, Mg) also undergo a highly diastereoselective β-elimination (de > 90percent).These chiral alkoxy allenes react further with lithium dialkyl cuprate to afford the E or Z enol ether (according to the reaction condition) leading, after hydrolysis, to chiral β-disubstituted aldehydes. Key Words: chiral diols / propargylic acetals / alkoxy allenes / organocuprates / enol ether E and Z / β-disubstituted aldehydes
