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Structure

D-Galactosamine pentaacetate

CAS
76375-60-5
Catalog Number
ACM76375605
Category
Other Products
Molecular Weight
389.35
Molecular Formula
C16H23NO10

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Specification

Synonyms
2-Acetamido-2-deoxy-b-D-galactopyranose 1,3,4,6-tetra-O-acetyl
IUPAC Name
[(2R,3R,4R,5R)-5-acetamido-3,4,6-triacetyloxyoxan-2-yl]methyl acetate
Canonical SMILES
CC(=O)N[C@@H]1[C@H]([C@H]([C@H](OC1OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C
InChI
InChI=1S/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/t12-,13-,14+,15-,16?/m1/s1
InChI Key
OVPIZHVSWNOZMN-IWQYDBTJSA-N
Melting Point
230 °C (dec.)
Density
1.30±0.1 g/ml
Appearance
White to off-white solid
pKa
13.41±0.70

Downstream Synthesis Route 1

  • 76375-60-5
  • 10378-06-0

Reference: [1]Hofmeister, Armin; Jahn-Hofmann, Kerstin; Brunner, Bodo; Helms, Mike W.; Metz-Weidmann, Christiane; Krack, Arne; Kurz, Michael; Li, Ziyu; Weitzenberg, Merle M.; Pflimlin, Elsa; Plettenburg, Oliver; Scheidler, Sabine
[Journal of Medicinal Chemistry, 2021, vol. 64, # 10, p. 6838 - 6855]

Downstream Synthesis Route 2

  • 76375-60-5
  • 41355-44-6

Reference: [1]Location in patent: experimental part
Stokmaier, Daniela; Khorev, Oleg; Cutting, Brian; Born, Rita; Ricklin, Daniel; Ernst, Thomas O.G.; Boeni, Fabienne; Schwingruber, Kathrin; Gentner, Martin; Wittwer, Matthias; Spreafico, Morena; Vedani, Angelo; Rabbani, Said; Schwardt, Oliver; Ernst, Beat
[Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 20, p. 7254 - 7264]

Downstream Synthesis Route 3

  • 76375-60-5
  • 108320-87-2

Reference: [1]Masuko, Sayaka; Bera, Smritilekha; Green, Dixy E.; Weiwer, Michel; Liu, Jian; Deangelis, Paul L.; Linhardt, Robert J.
[Journal of Organic Chemistry, 2012, vol. 77, # 3, p. 1449 - 1456]

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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