137410-20-9Relevant academic research and scientific papers
Three-step synthesis of protected L-altrose from D-galactose derived Perlin aldehyde
Halder, Suvendu,Addanki, Rupa Bai,Kancharla, Pavan K.
, p. 243 - 250 (2020/03/17)
A new short three-step strategy has been designed for the synthesis of L-hexoses that are rare antipodes of the common hexoses from the commercially available glycals. SN2 inversion of the triflate derived from the easily accessible Perlin aldehydes, followed by the dihydroxylation, leads to L-hexoses in good yields. The strategy has been successfully demonstrated by synthesizing one of the most expensive L-sugars i.e. L-altrose from D-galactose derived Perlin aldehyde. Also, interesting reactivity of the 2,4-dintrosulfonate group and the reactivity of protected Perlin aldehydes under the oxidative conditions have been discussed.
Stereoselective total synthesis of penaresidin A starting from d-galactal
Reddy, B.V. Subba,Kishore, Ch.,Reddy, A. Srinivas
, p. 49 - 51 (2014/01/06)
A stereoselective total synthesis of penaresidin A has been accomplished involving Sharpless asymmetric epoxidation, regioselective ring-opening of epoxide, azetidine formation via SN2 reaction, Jung's protocol, and Julia-Kocienski olefination.
InCl3-CH3CN-H2O: An efficient catalyst-solvent combination for the synthesis of Perlin aldehydes and related compounds. Application in the synthesis of unnatural l-azasugars
Nagaraj, Paramathevar,Ganesan, Muthupandian,Ramesh, Namakkal G.
experimental part, p. 769 - 776 (2011/03/19)
InCl3-CH3CN-H2O has been found to be an efficient catalyst-solvent combination for the synthesis of Perlin aldehydes and related compounds. While acetylated glycals afforded the Perlin aldehydes directly with InCl3/s
α-glycosphingolipids via chelation-induced anomerization of O- And s-glucuronic and galacturonic acid derivatives
Pilgrim, Wayne,Murphy, Paul V.
supporting information; experimental part, p. 939 - 942 (2009/09/08)
Bacterial glycolipids containing either α-glucuronic acid or α-galacturonic acid residues have an important role in the innate-type immune response to Gram-negative bacteria. Synthesis of closely related compounds, including a novel α-SO2 glycolipid mimetic, is described from carbohydrate precursors where anomerization is a key step. Very high stereoselectivites (>97:3 in favor of α) were observed from O-glycoside precursors.
An expedient route for the practical synthesis of pachastrissamine (jaspine B) starting from 3,4,6-tri-O-benzyl-d-galactal
Reddy, L. Vijaya Raghava,Reddy, P. Venkat,Shaw, Arun K.
, p. 542 - 546 (2007/10/03)
A practically efficient stereoselective synthesis of pachastrissamine (jaspine B) is described starting from 3,4,6-tri-O-benzyl-d-galactal in eight steps and 11% overall yield.
An efficient synthesis of 2,3-dideoxy-α,β-unsaturated carbohydrate enals by mixed Lewis acid (HfCl4 and ZnI2) catalyzed hydration of glycals
Saquib, Mohammad,Sagar, Ram,Shaw, Arun K.
, p. 1052 - 1056 (2007/10/03)
A new, efficient method has been developed for converting acyl-, arylalkyl- and alkyl-protected glycals into corresponding 2,3-dideoxy-α,β-unsaturated carbohydrate enals utilizing the in situ generated push-pull effect resulting from the synergistic combi
A Convenient Stereoselective Synthesis of D-erythro-C18-Sphingosine from Galactal
Hirata, Norihiko,Yamagiwa, Yoshiro,Kamikawa, Tadao
, p. 2279 - 2280 (2007/10/02)
The highly efficient stereoselective synthesis of D-erythro-C18-sphingosine from 3,4,6-tribenzyloxygalactal via 4,6-tribenzyloxy-5-hydroxyhexenal is described.
