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67670-69-3 molecular structure
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methyl (2R,4S,5R,6R)-4-(acetyloxy)-2-chloro-5-acetamido-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate

ChemBase ID: 159141
Molecular Formular: C20H28ClNO12
Molecular Mass: 509.88882
Monoisotopic Mass: 509.13000302
SMILES and InChIs

SMILES:
[C@@H]1([C@@H]([C@@H](C[C@@](O1)(Cl)C(=O)OC)OC(=O)C)NC(=O)C)[C@@H]([C@H](COC(=O)C)OC(=O)C)OC(=O)C
Canonical SMILES:
COC(=O)[C@]1(Cl)C[C@@H](OC(=O)C)[C@H]([C@@H](O1)[C@@H]([C@@H](OC(=O)C)COC(=O)C)OC(=O)C)NC(=O)C
InChI:
InChI=1S/C20H28ClNO12/c1-9(23)22-16-14(31-11(3)25)7-20(21,19(28)29-6)34-18(16)17(33-13(5)27)15(32-12(4)26)8-30-10(2)24/h14-18H,7-8H2,1-6H3,(H,22,23)/t14-,15-,16+,17+,18+,20-/m0/s1
InChIKey:
QGJGGAMXXWIKJR-ZGRIBIJBSA-N

Cite this record

CBID:159141 http://www.chembase.cn/molecule-159141.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
methyl (2R,4S,5R,6R)-4-(acetyloxy)-2-chloro-5-acetamido-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
IUPAC Traditional name
methyl (2R,4S,5R,6R)-4-(acetyloxy)-2-chloro-5-acetamido-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
Synonyms
N-Acetyl-2-chloro-2-deoxy-β-neuraminic Acid Methyl Ester 4,7,8,9-Tetraacetate
5-(Acetylamino)-2-chloro-2,3,5-trideoxy-D-glycero-β-D-galacto-2-nonulopyranosonic Acid Methyl Ester 4,7,8,9-Tetraacetate
N-Acetyl-2-chloro-2-deoxy-β-neuraminic Acid Methyl Ester 4,7,8,9-Tetraacetate
CAS Number
67670-69-3
PubChem SID
162253276
PubChem CID
13146314

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC A168405 external link Add to cart
PubChem 13146314 external link
Data Source Data ID Price
TRC
A168405 external link Add to cart Please log in.
Data Source Data ID
PubChem 13146314 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.37027  H Acceptors
H Donor LogD (pH = 5.5) -0.45978442 
LogD (pH = 7.4) -0.4597879  Log P -0.4597838 
Molar Refractivity 108.6941 cm3 Polarizability 44.93678 Å3
Polar Surface Area 169.83 Å2 Rotatable Bonds 14 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Dichloromethane expand Show data source
Apperance
White Solid expand Show data source
Melting Point
104-106°C expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - A168405 external link
Intermediate in the preparation of neuraminic acid derivatives

REFERENCES

REFERENCES

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  • • Tindal, D., et al.: Bioorg. Med. Chem. Lett., 17, 1655 (2007)
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PATENTS

PATENTS

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INTERNET

INTERNET

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