152203-65-1Relevant academic research and scientific papers
Synthesis of yashabushidiol and its analogues and their cytotoxic activity against cancer cell lines
Narasimhulu,Srikanth Reddy,Chinni Mahesh,Sai Krishna,Venkateswara Rao,Venkateswarlu
supporting information; experimental part, p. 3125 - 3127 (2010/03/03)
A total synthesis of yashabushidiol (1a), a linear diarylheptanoid having 1,3- diol system and its analogues has been achieved by alkynylation of 3-hydroxy-5-phenyl pentanal with substituted phenyl acetylenes. All the compounds have shown significant anti
A new synthetic approach to high-purity (15R)-latanoprost
Martynow, Jacek G.,Jozwik, Julita,Szelejewski, Wieslaw,Achmatowicz, Osman,Kutner, Andrzej,Wisniewski, Krzysztof,Winiarski, Jerzy,Zegrocka-Stendel, Oliwia,Golebiewski, Piotr
, p. 689 - 703 (2007/10/03)
This paper describes a new synthesis of latanoprost (1) that afforded high purity latanoprost in 16.9 % overall yield in eight synthetic steps from sulfone 4. The "a chain" in a derivative of the (-)-"Corey lactone" was elongated first, followed by the attachment of a novel, enantiomerically pure "ω chain" synthon. This ensured the absence of the undesired (15S)-1 diastereomer in the synthesized prostaglandin. The crystalline nature of the novel sulfone 4 facilitated its purification. A variation of the new synthesis of latanoprost is described, where the laboratory-scale synthesis was further adapted to a hundred-gram scale. In the course of the present synthesis, a new prostaglandin sulfone intermediate, 21, which may find application in the synthesis of diverse prostaglandin analogs, was introduced. A practical synthesis of novel, enantiomerically pure "ω chain" synthons 15, 16, and 17 has also been carried out, employing diol 12, which was obtained from derivatives of the D-mannitol chiral pool. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
PROCESS FOR PREPARATION OF 13,14-DIHYDRO-PGF2α DERIVATIVES
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Page/Page column 38; 65-67, (2008/06/13)
Invention relates to the process for preparation of 13,14-dihydro-PGF2α derivatives of R or S configuration at carbon atom in omega chain substituted by hydroxyl, represented by formula (I), wherein the meaning of substituents is defined in the description. Compounds (I) are valuable biologically active substances or intermediates thereof. The invention especially relates to the process for preparation of 13,14-dihydro-15(R)-17-substituted-18,19,20-trinor-PGF2α, ie. latanoprost.
A total synthesis of (+)- and (-)-dihydrokavain with a sonochemical blaise reaction as the key step
Wang, Fang-Dao,Yue, Jian-Min
, p. 2575 - 2579 (2007/10/03)
Starting from 2,3-O-isopropylidene-D-glyceraldehyde (2) as chiral material, the naturally occurring (S)-(+)-dihydrokavain (1a) was synthesized by a procedure that involves a sonochemical Blaise reaction as the key step. The absolute configuration of (S)-(
Total synthesis of (R)-(+)-kavain via (MeCN)2PdCl 2-catalyzed isomerization of a cis double bond and sonochemical Blaise reaction
Wang, Fang-Dao,Yue, Jian-Min
, p. 2077 - 2079 (2007/10/03)
From the chiral source 2,3-O-isopropylidene-D-glyceraldehyde 2, the natural product (R)-(+)-kavain 1a was efficiently synthesized in a total yield of 25% via (MeCN)2PdCl2-catalyzed isomerization of the cis double bond of an olefin as the key step and sonochemical Biaise reaction. The chiral center adjacent to the cis double bond was retained without protection of the free allylic hydroxy during the isomerization process. Georg Thieme Verlag Stuttgart.
Rearrangement of Allylic Cyclic Sulfites to Allylic Sultones
Duffy, Daniel E.,Condit, Fletcher H.,Teleha, Christopher,Wang, Chia-Lin J.,Calabrese, Joseph C.
, p. 3667 - 3670 (2007/10/02)
Rearrangement of allylic cyclic sulfites 2 to allylic sultones 8 upon treatment with boron trifluoride etherate is described.
