Catalog No.:AA0030QA

3068-34-6 | 2-Acetamido-2-deoxy-alpha-D-glucopyranosyl chloride 3,4,6-triacetate

Name: Name:2-Acetamido-2-deoxy-alpha-D-glucopyranosyl chloride 3,4,6-triacetate
Brand: AABLOCKS
SKU: AA0030QA
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Rating: 90 (10 reviews)

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100mg

93%

in stock

$11.00 $8.00

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>93.0%(T)

in stock

$76.00 $53.00

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>93.0%(T)

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$299.00 $209.00

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Technical Information
Properties
Downstream Synthesis Route
Literature
Request for Quotation
Download SDS

Technical Information
Properties
Downstream Synthesis Route
Literature

Technical Information

Catalog Number:

AA0030QA

Chemical Name:

2-Acetamido-2-deoxy-alpha-D-glucopyranosyl chloride 3,4,6-triacetate

CAS Number:

3068-34-6

Molecular Formula:

C14H20ClNO8

Molecular Weight:

365.7635

MDL Number:

MFCD00069776

SMILES:

CC(=O)O[C@@H]1[C@@H](COC(=O)C)O[C@@H]([C@@H]([C@H]1OC(=O)C)NC(=O)C)Cl

Properties

BP:

516.4°C at 760 mmHg

Form:

Solid

MP:

>214 °C (dec.)(lit.)

Refractive Index:

117.5 ° (C=1, CHCl3)

Storage:

Inert atmosphere;-20 ℃;

Computed Properties

Complexity:

511

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Rotatable Bond Count:

XLogP3:

0.8

Downstream Synthesis Route

7512-17-6

75-36-5

3068-34-6

[1]ChemischeBerichte,1957,vol.90,p.521,525

[2]Patent:US5091523,1992,A

2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

3068-34-6

[1]Traar,Pedro;Belaj,Ferdinand;Francesconi,KevinA.[AustralianJournalofChemistry,2004,vol.57,#11,p.1051-1053]

[2]Cao,Zhiling;Qu,Yingying;Zhou,Jiexing;Liu,Weiwei;Yao,Guowei[JournalofCarbohydrateChemistry,2015,vol.34,#1,p.28-40]

[3]CurrentPatentAssignee:UNIVERSITYOFNORTHTEXAS-WO2019/36417,2019,A2Locationinpatent:Page/Pagecolumn58;60;61

[4]Bakeretal.[JournalofOrganicChemistry,1954,vol.19,p.1793,1798]Leloir;Cardini[BiochimicaetBiophysicaActa,1956,vol.20,p.33,34]

[5]Bakeretal.[JournalofOrganicChemistry,1954,vol.19,p.1793,1798]Inouyeetal.[JournaloftheAmericanChemicalSociety,1957,vol.79,p.4218,4220]

[6]Leaback;Walker[JournaloftheChemicalSociety,1957,p.4754,4757]

[7]Greig,IanR.;Macauley,MatthewS.;Williams,IanH.;Vocadlo,DavidJ.[JournaloftheAmericanChemicalSociety,2009,vol.131,#37,p.13415-13422]

[8]Locationinpatent:schemeortableHorita,Yasuhiro;Takii,Takemasa;Chiba,Taku;Kuroishi,Ryuji;Maeda,Yasuhiro;Kurono,Yukihisa;Inagaki,Emi;Nishimura,Kenji;Yamamoto,Yoshifumi;Abe,Chiyoji;Mori,Masami;Onozaki,Kikuo[BioorganicandMedicinalChemistryLetters,2009,vol.19,#22,p.6313-6316]

[9]Locationinpatent:schemeortableHorita,Yasuhiro;Takii,Takemasa;Kuroishi,Ryuji;Chiba,Taku;Ogawa,Kenji;Kremer,Laurent;Sato,Yasuo;Lee,Yoosa;Hasegawa,Tomohiro;Onozaki,Kikuo[BioorganicandMedicinalChemistryLetters,2011,vol.21,#3,p.899-903]

76-54-0

3068-34-6

148806-88-6

[1]Kasai;Uchida;Yamaji[ChemicalandPharmaceuticalBulletin,1993,vol.41,#2,p.314-318]

76-54-0

3068-34-6

6-<(3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl)oxy>-9-<2-<<(3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl)oxy>carbonyl>phenyl>-2,7-dichloro-3H-xanthen-3-one

[1]Kasai;Uchida;Yamaji[ChemicalandPharmaceuticalBulletin,1993,vol.41,#2,p.314-318]

76-54-0

3068-34-6

3',6'-Bis<(3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl)oxy>-2',7'-dichloro-6'-hydroxyspiro<isobenzofuran-1(3H),9'-<9H>xanthen>-3-one

[1]Kasai;Uchida;Yamaji[ChemicalandPharmaceuticalBulletin,1993,vol.41,#2,p.314-318]

Literature

Title: [Synthesis of heteroaromatic N-beta-glycosides of N-acetylghicosamine under phase transfer conditions. III. 1,2,4-triazoIin-3-ones glucosaminides].

Journal: Bioorganicheskaia khimiia 20110101

Title: A highly concise preparation of O-deacetylated arylthioglycosides of N-acetyl-D-glucosamine from 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-alpha-D-glucopyranosyl chloride and aryl thiols or disulfides.

Journal: Carbohydrate research 20060724

Title: Chemical synthesis of the 3-sulfooxy-7-N-acetylglucosaminyl-24-amidated conjugates of 3beta,7beta-dihydroxy-5-cholen-24-oic acid, and related compounds: unusual, major metabolites of bile acid in a patient with Niemann-Pick disease type C1.

Journal: Steroids 20060101

Title: [Glycosylation of 5-Phenyl-1,3,4-oxadiazole-2-thiol with alpha-D-glucopyranosyl chloride under phase transfer conditions].

Journal: Bioorganicheskaia khimiia 20060101

Title: Practical synthesis of the 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-glucosides of Fmoc-serine and Fmoc-threonine and their benzyl esters.

Journal: Carbohydrate research 20030501

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