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β-D-2,3,5-tri-O-benzoylribofuranosyl chloride is a chemical compound derived from ribofuranosyl chloride, a key component of vitamin B2 (riboflavin). In β-D-2,3,5-tri-O-benzoylribofuranosyl chloride, the ribofuranosyl moiety is modified with three benzoyl groups attached to the 2, 3, and 5 positions of the ribose sugar, which serve as protecting groups. These benzoyl groups are used to prevent unwanted side reactions during chemical synthesis, particularly in the preparation of complex organic molecules. The compound plays a significant role in organic synthesis, particularly in the synthesis of nucleosides and other biologically active molecules, due to its stability and reactivity. It is also used as an intermediate in the preparation of various pharmaceuticals and other chemical products.

29706-90-9

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29706-90-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 29706-90-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,9,7,0 and 6 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 29706-90:
(7*2)+(6*9)+(5*7)+(4*0)+(3*6)+(2*9)+(1*0)=139
139 % 10 = 9
So 29706-90-9 is a valid CAS Registry Number.

29706-90-9Relevant academic research and scientific papers

SYNTHESIS; MOLECULAR CONFORMATION AND BIOLOGICAL ACTIVITY OF 6-AMINO-5-AZACYTIDINE

Piskala, Alois,Hanna, Naeem B.,Zajicek, Jaroslav,Cihak, Alois

, p. 2502 - 2511 (2007/10/02)

Reaction of N-ethoxycarbonylguanidine II with 2,3,5-tri-O-benzoyl-β-D-ribosyl isocyanate (II) afforded N-ethoxycarbonylamidinourea IV, which was cyclized by bis(trimethylsilyl)acetamide to the 6-ethoxy derivative VII.Ammono- and methanolysis of intermedia

The Synthesis of (R)-2',3'-Dihydroxypropyl 5-Deoxy-5-dimethylarsinyl-β-D-riboside, a Naturally Occurring Arsenic-Containing Carbohydrate

McAdam, David P.,Perera, Anna M. A.,Stick, Robert V.

, p. 1901 - 1908 (2007/10/02)

The synthesis of the title compound, isolated from the brown kelp (Ecklonia radiata) or the giant clam (Tridacna maxima), is reported.Glycosidation of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribose, either directly with (S)-1,2-di-O-benzylglycerol or via the derived orthoester with (S)-1,2-O-isopropylideneglycerol, led to two fully protected glycerol β-D-ribofuranosides.Subsequent chemical manipulations led to a common intermediate having a free hydroxy group at C 5 of the D-ribose residue.Replacement of this hydroxy group by a chlorine atom allowed the introduction of the dimethylarsinyl group at C 5 in a two-step procedure, and removal of protecting groups provided the natural product.

THE SYNTHESIS OF (R)-2',3'-DIHYDROXYPROPYL 5-DEOXY-5-DIMETHYLARSINOYL-β-D-RIBOSIDE, A NATURALLY-OCCURING, ARSENIC-CONTAINING CARBOHYDRATE

McAdam, David P.,Stick, Robert V.

, p. 251 - 254 (2007/10/02)

The synthesis of (R)-2',3'-dihydroxypropyl 5-deoxy-5-dimethylarsinoyl-β-D-riboside is reported.

Syntheses and Structure Assignments of Six Azolinone Ribonucleosides

Haines, David R.,Leonard, Nelson J.,Wiemer, David F.

, p. 474 - 482 (2007/10/02)

N-Ribosidation of a series of azolinones was achieved via silylation and SnCl4 catalysis.N-Ribosidation of 4-imidazolin-2-one gave 1-β-D-ribofuranosyl-4-imidazolin-2-one; of 1,2,4-triazolin-3-one gave 2- and 4-β-D-ribofuranosyl-1,2,4-triazolin-3-one, and 2,4-di-β-D-ribofuranosyl-1,2,4-triazolin-3-one; and of 2-tetrazolin-5-one gave 1-β-D-ribofuranosyl-2-tetrazolin-5-one and 1,4-di-β-D-ribofuranosyl-2-tetrazolin-5-one.Structure assignments were based on NMR and mass spectra, microanalytical data, and interconversions.The triazolinone monoriboside isomer structures were differentiated by 13C NMR long-range coupling patterns, and the assignments were confirmed by X-ray crystallography.New syntheses were developed for several of the ribonucleosides by fashioning the azolinone rings from 2,3,5-tri-O-benzoylribofuranosyl isocyanate.

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