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Daunosamine is a unique amino sugar that is derived from the amino sugar L-daunosamine, which is a key component of the antibiotic daunorubicin. It is a deoxy sugar, meaning it lacks an oxygen atom in its structure compared to other sugars. Daunosamine plays a significant role in the biological activity of certain antibiotics, particularly in the anthracycline class, which includes daunorubicin and doxorubicin. These antibiotics are widely used in the treatment of various types of cancer due to their ability to intercalate DNA and inhibit topoisomerase II, thereby disrupting essential cellular processes. The presence of daunosamine in these compounds contributes to their efficacy and selectivity, making it an important chemical in the field of oncology and pharmaceutical research.

4305-54-8

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4305-54-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4305-54-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,3,0 and 5 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4305-54:
(6*4)+(5*3)+(4*0)+(3*5)+(2*5)+(1*4)=68
68 % 10 = 8
So 4305-54-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H13NO3/c1-3-6(9)4(7)2-5(8)10-3/h3-6,8-9H,2,7H2,1H3

4305-54-8Downstream Products

4305-54-8Relevant academic research and scientific papers

A divergent route to 3-amino-2,3,6-trideoxysugars including branched sugar: Synthesis of vancosamine, daunosamine, saccharosamine, and ristosamine

Doi, Takayuki,Shibata, Kazuaki,Kinbara, Atsushi,Takahashi, Takashi

, p. 1372 - 1373 (2008/03/18)

Four 3-amino-2,3,6-trideoxysugars were synthesized by a divergent route from a single enone 9a. The Migita-Stille coupling introduced a methyl group at the 3-position. Stereoselective reduction of enone and the Mitsunobu reaction provided both β- and α-hy

α-aminoallylation of aldehydes with ammonia: Stereoselective synthesis of homoallylic primary amines

Sugiura, Masaharu,Hirano, Keiichi,Kobayashi, Shu

, p. 7182 - 7183 (2007/10/03)

Three-component reactions of aldehydes, ammonia, and allylboronates were found to provide homoallylic primary amines in high yields with high chemo- and stereoselectivities. A two-step, one-pot, stereoselective synthesis of an uncommon α-amino acid, alloisoleucine, was achieved utilizing this reaction. Copyright

ACYCLIC STEREOSELECTION. 19. TOTAL SYNTHESIS OF (+/-)-RISTOSAMINE AND (+/-)-MEGALOSAMINE.

Heathcock, Clayton H.,Montgomery, Stephen H.

, p. 4637 - 4640 (2007/10/02)

(+/-)-Ristosamine (1) has been synthesized in seven straigthforward operations from ketone 5 and O-benzyllactaldehyde.The key step is a stereoselective aldol addition reaction in which diastereomeric aldols 7 and 8 are produced in a ratio of 78:22.A simpl

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