ChemInform Abstract: Efficient Synthesis of Naturally Occurring Skeleton 5-7-6 Tricyclic Pyrrolo[2,1-c][1,4]benzodiazepin-5-one and Its Derivatives via Cationic π-Cyclization.

ChemInform ◽  
2011 ◽  
Vol 42 (14) ◽  
pp. no-no
Author(s):  
Sudhir K. Sharma ◽  
Anil K. Mandadapu ◽  
K. Kumaresan ◽  
Ashish Arora ◽  
Harsh M. Gauniyal ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Naturally Occurring

Protecting-Group-Directed Regio- and Stereoselective Oxymercuration–Demercuration: Synthesis of Piperidine Alkaloids Containing 1,2- and 1,3-Amino Alcohol Units

Synthesis ◽  
2017 ◽  
Vol 50 (05) ◽  
pp. 1113-1122 ◽  
Author(s):  
Santosh Tilve ◽  
Sandesh Bugde ◽  
Prajesh S.Volvoikar
Keyword(s):  
Amino Alcohol ◽  
Protecting Groups ◽  
Protecting Group ◽  
Efficient Synthesis ◽  
Piperidine Alkaloids ◽  
Naturally Occurring ◽  
Pipecolinic Acid

An efficient synthesis of naturally occurring 1,2- and 1,3-amino alcohol unit containing 2-substituted piperidine alkaloids and their analogues has been developed from l-pipecolinic acid. The protocol describes the regio- and stereoselective oxymercuration–demercuration of 2-alkenyl piperidines based on protecting groups to give piperidine alkaloids as a key step.

Approaches to the synthesis of triterpenoids. VI. The synthesis of 3,3,10aβ-trimethyl-l,2,3,4,4aβ,5,8,9,10,10a-decahydrophenanthren-7(6H)-one, a potential intermediate for pentacyclic triterpene synthesis

1981 ◽  
Vol 59 (6) ◽  
pp. 1010-1017 ◽  
Author(s):  
John W. ApSimon ◽  
David Moir ◽  
Kazuyuki Yamasaki
Keyword(s):  
Nmr Spectra ◽  
Efficient Synthesis ◽  
Pentacyclic Triterpene ◽  
Naturally Occurring ◽  
Ring Junction ◽  
Triterpene Synthesis ◽  
Synthetic Intermediate ◽  
Related Compounds ◽  
C Nmr

Investigations of the CDE ring construction of naturally occurring triterpenoids are described. The efficient synthesis of 3,3,10aβ-trimethyl-1,2,3,4,4aβ,5,8,9,10,10a-decahydrophenanthren-7(6H)-one(25) has been achieved. The D/E ring junction of the molecule, as well as that of related compounds, has been established by the use of 13C nmr spectra. The synthetic intermediate 25 can be considered as a key substance for a synthetic entry to friedelin (1) in addition to β-amyrin (23).

scholarly journals Efficient Synthesis and Spectroscopic Characterization of Biologically Relevant Pregnane Derivatives, and its Glycoside

2020 ◽  
Vol 01 ◽  
Author(s):  
Arun Sethi ◽  
Ranvijay Pratap Singh ◽  
Akriti Bhatia ◽  
Priyanka Yadav
Keyword(s):  
Spectroscopic Characterization ◽  
Spectroscopic Techniques ◽  
Efficient Synthesis ◽  
Biologically Relevant ◽  
Plant Product ◽  
Research Article ◽  
Naturally Occurring ◽  
Dehydropregnenolone Acetate ◽  
Pregnane Glycoside

Objective:: In present research article, we synthesized novel pregnane derivatives from 16-dehydropregnenolone acetate (1) which has been obtained by the degradation of naturally occurring plant product-diosgenin. The oxime esters, 3β-acetoxy-pregn-5,16-diene, 20-one O-(2-(6-methoxynaphthalene-2yl) propionyl) oxime (5) and 3β-hydroxy-pregn-5, 16-diene, 20-one O-(2-(4-isobutyl phenyl) propionyl) oxime (6) have been synthesized by reaction of 3β-acetoxy-5,16-pregna-dien-20-oxime (3) with NSAIDs Ibuprofen and naproxen respectively. Methods:: The epoxide derivative 3β-hydroxy-16α, 17α-epoxypregn-5-ene-20-one (4) was opened by BF3.Et2O and yielding product 3,16-di-hydroxy pregn-5-ene-20-one (7) and 3,16,17-tri-hydroxy pregn-5-ene-20-one (8), both the synthesized compounds undergoes esterification with Ibuprofen afforded 3,16-di-(2-(4-isobutyl phenyl) propionoxy) pregn-5-ene-20-one (9) and 3,16-di-(2-(4-isobutyl phenyl) propionoxy) 17-hydroxy pregn-5-ene-20-one (10) respectively. Results and Conclusion:: A one novel pregnane glycoside 3β-[2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyl]-Oxy-20β-hy-droxy-16α-methoxy-pregn-5-ene (15) has also been synthesized from 3β, 20β-dihydroxy-16α-methoxy-pregn-5-ene (12). After the synthesis all the compounds have been characterized by modern spectroscopic techniques.

Efficient Synthesis of Naturally Occurring Skeleton 5-7-6 Tricyclic Pyrrolo[2,1-c][1,4]benzodiazepin-5-one and Its Derivatives via Cationic π-Cyclization¹

Synthesis ◽  
2010 ◽  
Vol 2010 (23) ◽  
pp. 4087-4095
Author(s):  
Bijoy Kundu ◽  
Sudhir Sharma ◽  
Anil Mandadapu ◽  
K. Kumaresan ◽  
Ashish Arora ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Naturally Occurring

scholarly journals An Efficient Synthesis of Angelmarin and its Analogs

2017 ◽  
Vol 12 (12) ◽  
pp. 1934578X1701201
Author(s):  
Su-You Liu ◽  
Na Xu ◽  
Li-Jun Liu ◽  
Ying-Xiong Wang ◽  
Da-You Ma
Keyword(s):  
Pancreatic Carcinoma ◽  
Cell Line ◽  
Wittig Reaction ◽  
Carcinoma Cell ◽  
Carcinoma Cell Line ◽  
Efficient Synthesis ◽  
Pancreatic Carcinoma Cell Line ◽  
Naturally Occurring ◽  
Human Pancreatic Carcinoma Cell

Angelmarin, a naturally occurring coumarin, exhibited highly anti-austerity potency towards human pancreatic carcinoma cell line PANC-1. In this paper, an efficient and eco-friendly synthesis of angelmarin and its analogs from columbianetin has been developed via a ZnO mediated esterification and a Wittig reaction.

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