1,2,3,4-Tetra-o-acetyl-ß-D-glucopyranuronate

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Names

[ CAS No. ]:
7355-18-2

[ Name ]:
1,2,3,4-Tetra-o-acetyl-ß-D-glucopyranuronate

[Synonym ]:
T6OTJ BVO1 COV1 DOV1 EOV1 FOV1 &&β-D-Gluco Form
1,2,3,4-Tetra-o-acetyl-ß-D-glucopyranuronate
Methyl 3,4,5,6-tetra(acetyloxy)tetrahydro-2H-pyran-2-carboxylate
Methyl 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronate
Methyl O-tetraacetyl-β-D-glucopyranuronate
Methyl 1,2,3,4-Tetra-O-acetyl-β-D-glucuronate
EINECS 230-880-3
β-D-Glucopyranuronic acid, methyl ester, 1,2,3,4-tetraacetate
β-D-Glucopyranuronic acid, methyl ester, tetraacetate
MFCD00069834

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
412.3±45.0 °C at 760 mmHg

[ Melting Point ]:
179 °C

[ Molecular Formula ]:
C15H20O11

[ Molecular Weight ]:
376.31

[ Flash Point ]:
178.4±28.8 °C

[ Exact Mass ]:
376.100555

[ PSA ]:
140.73000

[ LogP ]:
1.88

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.482

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Methanol
  • (1S,2R,3R,5S)-2,3,6-trihydroxy-4,8-dioxabicyclo[3.3.0]octan-7-one
  • Ethanoic anhydride
  • Sodium Methylate
  • D-glucuronic acid methyl ester
  • Acetyl chloride
  • .beta.-D-Glucopyranuronic acid, 5-C-bromo-, methyl ester, tetraacetate
  • acetic acid
  • Methyl acetobromo-α-D-glucuronate

DownStream

  • Methyl Tri-O-acetyl-1-naphthol Glucuronate
  • Estrone 3-glucuronide
  • Methyl acetobromo-α-D-glucuronate
  • METHYL 2,3,4-TRI-O-ACETYL-BETA-D-GLUCOPYRANURONOSYL AZIDE
  • 17β-Estradiol 3-β-D-Glucuronide
  • phenyl-beta-d-glucuronide
  • 3,4,6-TRI-O-ACETYL-ALPHA-D-GLUCOPYRANOSE 1,2-(METHYL ORTHOACETATE)
  • 2-Nitrophenyl 2,3,4-Tri-O-acetyl-β-D-glucuronide, Methyl Ester
  • 3-methylthiazolo[3,2-a]benzimidazole-2-carboxylic acid ethyl ester
  • b-D-Glucopyranuronic acid,1-deoxy-1-(3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-,methyl ester, 2,3,4-triacetate

Articles

Design and synthesis of water-soluble glucuronide derivatives of camptothecin for cancer prodrug monotherapy and antibody-directed enzyme prodrug therapy (ADEPT).

J. Med. Chem. 42 , 3623-8, (1999)

Glucuronide prodrugs of 9-aminocamptothecin were synthesized. Prodrug 4, in which 9-aminocamptothecin was connected to glucuronic acid by an aromatic spacer via a carbamate linkage, was stable in both...

Synthesis and role of glycosylthio heterocycles in carbohydrate chemistry Ashry, E., et al.

Tetrahedron 62 , 2943-98, (2006)


More Articles

Related Compounds

  • 1,2,3,4-TETRA-O-ACETYL-D-XYLOPYRANOSE
  • 1,2,3,4-TETRA-O-ACETYL-D-GLUCOPYRANURONIC ACID METHYL ESTER
  • 1,2,3,4-Tetra-O-acetyl-D-xylopyranose
  • 1,2,3,4-Tetra-O-acetyl-D-lyxopyranose
  • .beta.-D-Glucopyranuronic acid, ethyl ester, tetraacetate
  • .beta.-D-Glucopyranuronic acid, 5-C-bromo-, methyl ester, tetraacetate
  • methyl 4-fluoro-6-methoxy-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
  • tert-butyl N-(5,6-dichloro-2-methylpyridin-3-yl)carbamate
  • methyl 4-fluoro-3,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
  • Methyl 6-(cyclopropyloxy)-3-pyridinecarboxylate
  • H63EH8HQ66
  • 2-Fluoro-6-methoxy-4-nitrophenol
  • N-[4-(1-Aminopropyl)-2-thiazolyl]cyclopropanesulfonamide
  • N-(6-chloro-2,3-dimethylimidazo[1,2-a]pyridin-8-yl)-1,1-diphenylmethanimine
  • 1-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid
  • 2-(aminooxy)-N-ethylacetamide hydrochloride
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