21027-33-8|Polyoxin C|(S)-2-amino-2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(5-(hydroxymethyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetic acid|-范德生物科技公司

Polyoxin C

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names：
(S)-2-amino-2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(5-(hydroxymethyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetic acid
CAS号：
21027-33-8
MDL Number：
MF(分子式)： C11H15N3O8 MW(分子量)： 317.25
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文别名	(S)-2-amino-2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(5-(hydroxymethyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetic acid
英文别名	Polyoxin C; Julichrome Q(sub 1.3); Julimycin C;
CAS号	21027-33-8
Inchi	InChI=1S/C11H15N3O8/c12-4(10(19)20)7-5(16)6(17)9(22-7)14-1-3(2-15)8(18)13-11(14)21/h1,4-7,9,15-17H,2,12H2,(H,19,20)(H,13,18,21)/t4-,5-,6+,7+,9+/m0/s1
InchiKey	TZQKKPBFBDTCRN-AJDRIWCOSA-N
分子式 Formula	C11H15N3O8
分子量 Molecular Weight	317.25
溶解度Solubility
性状	Solid powder
储藏条件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

产品说明	Polyoxin C(CAS:21027-33-8):仅限应用于工业或者科学研究过程中非医疗目的，不应用于人类或动物的临床诊断以及治过程疗，该产品非药用，非食用。
Introduction	Polyoxin C is a nucleoside antibiotic composed of heterocyclic moieties containing nitrogen.
Application1
Application2
Application3

警示图
危险性	Warning
危险性警示
安全声明
安全防护
备注

[1]Tamura O, Takeda K, Mita N, Sakamoto M, Okamoto I, Morita N, Ishibashi H. Stereoselective vinylogous Mannich reaction of 2-trimethylsilyloxyfuran with N-gulosyl nitrones. Org Biomol Chem. 2011 Nov 7;9(21):7411-9. doi: 10.1039/c1ob06067h. Epub 2011 Sep 7. PubMed PMID: 21897975.

[2]Cesario C, Miller MJ. Syntheses of carbocyclic uracil polyoxin C analogs: application of Pd(0)/InI-allylation of 4-acetoxy-2-azetidinone. J Org Chem. 2009 Aug 7;74(15):5730-3. doi: 10.1021/jo900861x. PubMed PMID: 19514728; PubMed Central PMCID: PMC2745051.

[3] Plant A, Thompson P, Williams DM. Application of the Ugi reaction for the one-pot synthesis of uracil polyoxin C analogues. J Org Chem. 2009 Jul 3;74(13):4870-3. doi: 10.1021/jo900244m. PubMed PMID: 19456169.

[4] Plant A, Thompson P, Williams DM. Stereoselective synthesis of novel uracil polyoxin C conjugates as substrate analogues of chitin synthase. J Org Chem. 2008 May 16;73(10):3714-24. doi: 10.1021/jo702564y. Epub 2008 Apr 24. PubMed PMID: 18433174.

[5] Li F, Brogan JB, Gage JL, Zhang D, Miller MJ. Chemoenzymatic synthesis and synthetic application of enantiopure aminocyclopentenols: total synthesis of carbocyclic (+)-uracil polyoxin C and its alpha-epimer. J Org Chem. 2004 Jun 25;69(13):4538-40. PubMed PMID: 15202916.

6: Mita N, Tamura O, Ishibashi H, Sakamoto M. Nucleophilic addition reaction of 2-trimethylsilyloxyfuran to N-gulosyl-C-alkoxymethylnitrones: synthetic approach to polyoxin C. Org Lett. 2002 Apr 4;4(7):1111-4. PubMed PMID: 11922795.7: Ghosh AK, Wang Y. Total Synthesis of (+)-Polyoxin J. J Org Chem. 1999 Apr 16;64(8):2789-2795. PubMed PMID: 11674347.8: Zhang D, Miller MJ. Total Synthesis of (+/-) Carbocyclic Polyoxin C and Its alpha-Epimer. J Org Chem. 1998 Feb 6;63(3):755-759. PubMed PMID: 11672070.9: Merino P, Franco S, Merchan FL, Tejero T. Stereodivergent approaches to the synthesis of isoxazolidine analogues of alpha-amino acid nucleosides. Total synthesis of isoxazolidinyl deoxypolyoxin C and uracil polyoxin C. J Org Chem. 2000 Sep 8;65(18):5575-89. PubMed PMID: 10970296.10: Tamura O, Gotanda K, Yoshino J, Morita Y, Terashima R, Kikuchi M, Miyawaki T, Mita N, Yamashita M, Ishibashi H, Sakamoto M. Design, synthesis, and 1,3-dipolar cycloaddition of (5R)- [and (5S)]-5,6-dihydro-5-phenyl-2H-1,4-oxazin-2-one N-oxides as chiral (E)-geometry-fixed alpha-alkoxycarbonylnitrones. J Org Chem. 2000 Dec 15;65(25):8544-51. PubMed PMID: 11112574.1

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