87-91-2 Usage
Description
L(+)-Diethyl L-tartrate, also known as Diethyl L-(+)-tartrate, is a chiral compound derived from natural tartaric acid. It is characterized by its mild, fruity, wine aroma and is typically colorless to light yellow in appearance. L(+)-Diethyl L-tartrate is known for its unique properties and applications in various chemical reactions and industries.
Uses
Used in Pharmaceutical Industry:
L(+)-Diethyl L-tartrate is used as a chiral auxiliary in the Sharpless enantioselective epoxidation of allylic alcohols, which is crucial for the synthesis of biologically active compounds. It also serves as a chiral auxiliary in the enantioselective construction of cyclopropanes from allylic alcohols by an asymmetric Simmons-Smith reaction.
Used in Chemical Synthesis:
L(+)-Diethyl L-tartrate is used as a chiral reagent in a host of chemical reactions, such as the synthesis of isoquinoline alkaloids and arundic acid. Arundic acid has been utilized in acute ischemic stroke therapy, highlighting the importance of this compound in medical applications.
Used in Organic Chemistry:
L(+)-Diethyl L-tartrate is employed in the Sharpless-type enantioselective oxidation of sulfides to sulfoxides, which is an essential process in organic chemistry for the production of various compounds.
Used in Synthesis of Biologically Active Compounds:
L(+)-Diethyl L-tartrate can be used in the synthesis of biologically active compounds such as (+)-altholactone, (-)-aspicilin, (+)-monomorine I, and (+)-(1R,2R,3S,6S)-3,6-di-O-methyl conduritol-E, which have potential applications in various fields.
Occurrence:
The d-isomer of L(+)-Diethyl L-tartrate has not been reported found in nature, while the l-isomer and the racemic form are of little importance. However, it has been reported to be found in sherry, white, and red wine, indicating its natural presence in some fermented beverages.
Flammability and Explosibility
Nonflammable
Check Digit Verification of cas no
The CAS Registry Mumber 87-91-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 7 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 87-91:
(4*8)+(3*7)+(2*9)+(1*1)=72
72 % 10 = 2
So 87-91-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3/t5-,6-/m1/s1
87-91-2Relevant articles and documents
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Davis,Ackerman
, p. 486 (1945)
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PROCESSES FOR THE PREPARATION OF ARGINASE INHIBITORS AND THEIR SYNTHETIC INTERMEDIATES
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Paragraph 0120-0121, (2022/01/24)
Provided herein are processes and intermediates useful for the preparation of certain compounds, including a compound of formula 21 or formula 22 or a pharmaceutically acceptable salt of either.
Chiral Synthesis of Natural (+)-endo-Brevicomin with Enzymatic Reaction from l-Tartaric Acid
Gwon, Gi Baek,Jung, Hwan Gyu,Seu, Young Bae
supporting information, p. 1150 - 1151 (2019/11/13)
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C4 branched polyhydroxy pyrrolidine compound and preparation method and application thereof
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Paragraph 0090; 0091, (2017/08/29)
The invention relates to the field of glycosidase inhibitors, in particular to a C4 branched polyhydroxy pyrrolidine compound and a preparation method and application thereof. The structure of the C4 branched polyhydroxy pyrrolidine compound is as is shown in the description. The C4 branched polyhydroxy pyrrolidine compound is good in glycosidase inhibition activity and has potential medicinal value.