15667-21-7 Usage
Description
D-ERYTHRONOLACTONE, also known as D-erythrono-1,4-lactone, is a white to light yellow crystalline powder with potential applications in various industries due to its unique chemical properties. It is recognized as a chiral synthon and a potential substrate for dihydroxy acid dehydratase, making it a valuable compound for the synthesis of specific natural products.
Uses
Used in Pharmaceutical Industry:
D-ERYTHRONOLACTONE is used as a chiral synthon for the synthesis of certain natural products, such as the leukotrienes. Its role in the pharmaceutical industry is crucial for the development of new drugs and therapeutic agents that target various health conditions.
Used in Biochemical Research:
As a potential substrate of dihydroxy acid dehydratase, D-ERYTHRONOLACTONE plays a significant role in biochemical research. It aids in understanding the enzyme's function and its involvement in various metabolic pathways, which can lead to the discovery of novel treatments for specific diseases.
Used in Chemical Synthesis:
D-ERYTHRONOLACTONE's unique chemical properties make it an essential compound in chemical synthesis. It serves as a key building block for the creation of various complex molecules and compounds, contributing to the advancement of materials science and the development of new products with diverse applications.
Purification Methods
Recrystallise it from EtOAc (20 parts) or isoPrOH (3 parts). [Baker & MacDonald J Am Chem Soc 82 230 1960, Glattfeld & Forbrich J Am Chem Soc 56 1209 1934, Weidenhagen & Wegner Chem Ber 72 2010 1939, Musich & Rapoport J Am Chem Soc 100 4865 1978, Beilstein 18/2 V 457.]
Check Digit Verification of cas no
The CAS Registry Mumber 15667-21-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,6,6 and 7 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 15667-21:
(7*1)+(6*5)+(5*6)+(4*6)+(3*7)+(2*2)+(1*1)=117
117 % 10 = 7
So 15667-21-7 is a valid CAS Registry Number.
InChI:InChI=1/C4H6O4/c5-2-1-8-4(7)3(2)6/h2-3,5-6H,1H2/t2-,3-/m1/s1
15667-21-7Relevant articles and documents
Enzyme-catalyzed asymmetric synthesis; 10. Pseudomonas cepacia lipase mediated synthesis of enantiomerically pure (2R,3S)- and (2S,3R)-2,3-O-cyclohexylideneerythritol monoacetate from 2,3-O-cyclohexylideneerythritol
Gais,Hemmerle,Kossek
, p. 169 - 173 (1992)
Pseudomonas cepacia lipase catalyzed hydrolysis of 2,3-O-cyclohexylideneerythritol diacetate in an emulsion of water and diisopropyl ether gives (2S,3R)-2,3-O-cyclohexylideneerythritol monoacetate [(2S,3R)-1-acetoxy-2,3-cyclohexylidenedioxy-4-hydroxybutane] with ≥ 99% ee in 91% yield by a preferential attack at the R-center CH2OAc group. The enantiomeric (2R,3S)-2,3-O-cyclohexylideneerythritol monoacetate is obtained by acetylation of 2,3-O-cyclohexylideneerythritol with vinyl acetate catalyzed by the same enzyme with ≥ 99% ee in 78% yield by a combined enantiotopos and enantiomer differentiation through a preferential attack at the R-center CH2OH groups.
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Giudici,Fluharty
, p. 2043 (1967)
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General Synthetic Approach to Rotenoids via Stereospecific, Group-Selective 1,2-Rearrangement and Dual S N Ar Cyclizations of Aryl Fluorides
Matsuoka, Seiya,Nakamura, Kayo,Ohmori, Ken,Suzuki, Keisuke
, p. 1139 - 1156 (2019/02/26)
A general synthetic approach to rotenoids is described, featuring 1) stereospecific, group-selective 1,2-rearrangements of epoxy alcohols, and 2) S N Ar oxy-cyclizations of aryl fluorides. The common intermediate epoxyketone, en route to (-)-rotenone and (-)-deguelin, was prepared from d -araboascorbic acid in five steps. Also described is the conversion of (-)-deguelin into oxidized congeners, (-)-tephrosin and (+)-12a- epi -tephrosin.
Benzoxazol and oxazine ketone compounds and intermediates for the preparation of crystalline form and (by machine translation)
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Paragraph 0270; 0271; 0272; 0273, (2016/10/09)
A preparation method for a high-purity benzoxazoleoxazine ketone compound, a crystal form thereof, and an intermediate compound for preparing a compound of formula (I), and a preparation method therefor.