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6-Deoxy-1-O,2-O-isopropylidene-3-O-benzyl-α-D-glucofuranose is a complex chemical compound that belongs to the class of glucofuranose derivatives. It is a furanose sugar with a 6-deoxy group and a benzyl moiety at the 3-position, as well as an isopropylidene group at the 1 and 2 positions. This unique structure and functional groups make it a valuable intermediate in the synthesis of various biologically active compounds.

18439-44-6

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18439-44-6 Usage

Uses

Used in Organic Synthesis:
6-Deoxy-1-O,2-O-isopropylidene-3-O-benzyl-α-D-glucofuranose is used as a building block in organic synthesis for the construction of more complex molecules. Its unique structure and functional groups make it a valuable intermediate in the synthesis of various biologically active compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 6-Deoxy-1-O,2-O-isopropylidene-3-O-benzyl-α-D-glucofuranose is used as a key intermediate for the development of new pharmaceuticals. Its unique structure allows for the creation of complex molecules with potential therapeutic properties, contributing to the advancement of drug discovery and design.

Check Digit Verification of cas no

The CAS Registry Mumber 18439-44-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,4,3 and 9 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 18439-44:
(7*1)+(6*8)+(5*4)+(4*3)+(3*9)+(2*4)+(1*4)=126
126 % 10 = 6
So 18439-44-6 is a valid CAS Registry Number.

18439-44-6Relevant articles and documents

Synthesis of a furanosyl-pyranone derivative related to the tri-o-heterocyclic core of herbicidins

Hsu, Ching-Yun,Lee, I-Chi,Lico, Larry S.,Uang, Biing-Jiun,Hung, Shang-Cheng

, p. 421 - 425 (2012/08/08)

A new compound that is structurally related to the undecose ring structure of herbicidins has been prepared. The synthesis of this novel furanosyl-pyranone derivative was made possible through the regioselective reductive ring-opening of a 3,5-O-benzylidene-D-xylofuranose and the hetero-Diels-Alder reaction of an aldehyde and a Danishefsky-type diene. The highly functionalized pyranone derivative can be a useful precursor for the synthesis of herbicidins.

Stereoselectivity in deoxygenation of 5-hydroxy-5-phosphinyl-hexofuranoses (α-hydroxyphosphonates)

Hanaya, Tadashi,Sugiyama, Ken-Ichi,Kawamoto, Heizan,Yamamoto, Hiroshi

, p. 1641 - 1650 (2007/10/03)

The addition of dimethyl phosphonate to six different hexofuranos-5-uloses in the presence of DBU, followed by esterification with methoxalyl chloride and then radical reduction, afforded 5-deoxy-5-dimethoxyphosphinyl-D- and L-hexofuranoses. The stereosel

Aureolic acid antibiotics: Synthesis of the cyclohexenone segment from D-glucose

Gurjar, M.K.,Devi, T. Rama,Reddy, K.L.N.,Sharma, P.A.,Dhar, T.G. Murali

, p. 995 - 1003 (2007/10/02)

The cyclohexenone segment which is common to all the aureolic acid group of antibiotics has been synthesised from D-glucose.Two routes have been designed to obtain methyl 3-O-benzyl-6-deoxy-2-O-methyl-D-galactopyranoside.Route-A involves the introduction

Stereoselective photochemical cyclization of 3-O-benzyl-6-deoxy-1,2-O-isoprpylidene-α-D-xylo-hexafuranos-5-ulose derivatives

Araki, Younosuke,Arai, Yoshifusa,Endo, Tadatoshi,Ishido, Yoshihari

, p. 1 - 4 (2007/10/02)

Photoirradiation of a solution of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-xylo-hexafuranos-5-ulose in benzene for 92 h gave (6S)-3,6-anhydro-1,2-O-isopropylidene-5-C-methyl-6-C-phenyl-α-D-gluco- and β-L-idofuranose in 54 percent and 11 percent yield,

OXIRANE RINGS: STUDIES AND APPLICATIONS OF A NEW CHEMO AND REGIO SELECTIVE REDUCTIVE OPENING OF EPOXIDES

Bonini, Carlo,Fabio, Romano Di,Sotgiu, Giovanni,Cavagnero, Silvia

, p. 2895 - 2904 (2007/10/02)

The straightforward reductive opening of 1,2 epoxides to alcohols was studied and applied to several significant compounds.The reaction, which proceeds via the nucleophilic opening of the oxirane ring and the subsequent free radical dehalogenation, shows an excellent chemical yield as well as chemo and regioselectivity.This reaction was also applied to a chiral α,β-epoxyester.

1,3,5-TRIDEOXY-3,5-DI-C-METHYL-L-TALITOL: A CHIRON FOR THE C-33-C-37 SEGMENT OF AMPHOTERICIN B

Liang, David,Schuda, Ann DeCamp,Fraser-Reid, Bert

, p. 229 - 240 (2007/10/02)

1,3,5-Trideoxy-3,5-di-C-methyl-L-talitol is a potential chiron for the C-33-C-37 segment of amphotericin B.This hexitol has been synthesized from 3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose by a route in which a C-methylene derivative at C-5 is hydr

Chiral Building Units from Carbohydrates, XI. - 2-Lithio-1,3-dithiane-induced Reactions of 5,6-Dideoxy-5-iodohexofuranoses Leading to Open-chained Heptose Trimethylene Dithioacetals

Redlich, Hartmut,Lenfers, Jan Bernd,Bruns, Wilfried

, p. 1570 - 1586 (2007/10/02)

The reaction of 5,6-dideoxy-5-iodohexofuranoses 5b, 7c, 8, 8a, and 20 with a large excess of 2-lithio-1,3-dithiane (1) yields the open-chained heptose trimethylene dithioacetals 21, 23, 24, 25, and 26.L-Configurated 5-iodides give Z-olefines, D-configurat

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