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40592-88-9,MFCD28053519
Catalog No.:AA00CNEQ

40592-88-9 | (2R,3S,4R,5R,6S)-5-Acetamido-2-(acetoxymethyl)-6-isopropoxytetrahydro-2H-pyran-3,4-diyl diacetate

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
98%
in stock  
$39.00   $27.00
- +
5mg
98%
in stock  
$98.00   $68.00
- +
10mg
98%
in stock  
$119.00   $83.00
- +
25mg
98%
in stock  
$187.00   $131.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00CNEQ
Chemical Name:
(2R,3S,4R,5R,6S)-5-Acetamido-2-(acetoxymethyl)-6-isopropoxytetrahydro-2H-pyran-3,4-diyl diacetate
CAS Number:
40592-88-9
Molecular Formula:
C17H27NO9
Molecular Weight:
389.3976
MDL Number:
MFCD28053519
SMILES:
CC(=O)OC[C@H]1O[C@H](OC(C)C)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)NC(=O)C
Properties
Computed Properties
 
Complexity:
563  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
10  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-0.1  

Downstream Synthesis Route
7772-85-2   
2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)1,2-d-2-oxazoline 
  40592-88-9 

[1]Welzel;Knupp;Witteler;etal.[Tetrahedron,1981,vol.37,#1,p.97-104]

2-Acetylamino-2-desoxy-DL-glucopyranose 
  40592-88-9 

[1]Welzel;Knupp;Witteler;etal.[Tetrahedron,1981,vol.37,#1,p.97-104]

108-24-7    67-63-0   
2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
  7772-85-2    40592-88-9 

[1]Wipf,Peter;Eyer,BenjaminR.;Yamaguchi,Yukihiro;Zhang,Feng;Neal,MatthewD.;Sodhi,ChhinderP.;Good,Misty;Branca,Maria;Prindle,Thomas;Lu,Peng;Brodsky,JeffreyL.;Hackam,DavidJ.[TetrahedronLetters,2015,vol.56,#23,p.3097-3100]

[1]Wipf,Peter;Eyer,BenjaminR.;Yamaguchi,Yukihiro;Zhang,Feng;Neal,MatthewD.;Sodhi,ChhinderP.;Good,Misty;Branca,Maria;Prindle,Thomas;Lu,Peng;Brodsky,JeffreyL.;Hackam,DavidJ.[TetrahedronLetters,2015,vol.56,#23,p.3097-3100]

Literature

Title: Neal MD, et al. Discovery and validation of a new class of small molecule Toll-like receptor 4 (TLR4) inhibitors. PLoS One. 2013 Jun 12;8(6):e65779.

Title: Wipf P, et al. Synthesis of anti-inflammatory α-and β-linked acetamidopyranosides as inhibitors of toll-like receptor 4 (TLR4). Tetrahedron Lett. 2015 Jun 3;56(23):3097-3100.

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SDS
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Tags:40592-88-9 Molecular Formula|40592-88-9 MDL|40592-88-9 SMILES|40592-88-9 (2R,3S,4R,5R,6S)-5-Acetamido-2-(acetoxymethyl)-6-isopropoxytetrahydro-2H-pyran-3,4-diyl diacetate
Catalog No.: AA00CNEQ
40592-88-9,MFCD28053519
40592-88-9 | (2R,3S,4R,5R,6S)-5-Acetamido-2-(acetoxymethyl)-6-isopropoxytetrahydro-2H-pyran-3,4-diyl diacetate
Pack Size： 1mg
Purity： 98%
in stock
$39.00 $27.00
Pack Size： 5mg
Purity： 98%
in stock
$98.00 $68.00
Pack Size： 10mg
Purity： 98%
in stock
$119.00 $83.00
Pack Size： 25mg
Purity： 98%
in stock
$187.00 $131.00
Quantity
- +
Add to Card
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bulk Quotation Request
Technical Information
Catalog Number: AA00CNEQ
Chemical Name: (2R,3S,4R,5R,6S)-5-Acetamido-2-(acetoxymethyl)-6-isopropoxytetrahydro-2H-pyran-3,4-diyl diacetate
CAS Number: 40592-88-9
Molecular Formula: C17H27NO9
Molecular Weight: 389.3976
MDL Number: MFCD28053519
SMILES: CC(=O)OC[C@H]1O[C@H](OC(C)C)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)NC(=O)C
Properties
Complexity: 563  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 5  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 27  
Hydrogen Bond Acceptor Count: 9  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 10  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -0.1  
Downstream Synthesis Route
7772-85-2   
2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)1,2-d-2-oxazoline 
  40592-88-9 

[1]Welzel;Knupp;Witteler;etal.[Tetrahedron,1981,vol.37,#1,p.97-104]

2-Acetylamino-2-desoxy-DL-glucopyranose 
  40592-88-9 

[1]Welzel;Knupp;Witteler;etal.[Tetrahedron,1981,vol.37,#1,p.97-104]

108-24-7    67-63-0   
2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
  7772-85-2    40592-88-9 

[1]Wipf,Peter;Eyer,BenjaminR.;Yamaguchi,Yukihiro;Zhang,Feng;Neal,MatthewD.;Sodhi,ChhinderP.;Good,Misty;Branca,Maria;Prindle,Thomas;Lu,Peng;Brodsky,JeffreyL.;Hackam,DavidJ.[TetrahedronLetters,2015,vol.56,#23,p.3097-3100]

14131-68-1    40592-88-9 

[1]Wipf,Peter;Eyer,BenjaminR.;Yamaguchi,Yukihiro;Zhang,Feng;Neal,MatthewD.;Sodhi,ChhinderP.;Good,Misty;Branca,Maria;Prindle,Thomas;Lu,Peng;Brodsky,JeffreyL.;Hackam,DavidJ.[TetrahedronLetters,2015,vol.56,#23,p.3097-3100]

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