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C-(2,3,4-Tri-O-acetyl-1-hydroxy-b-D-galactopyranosyl)formamide
C-(2,3,4-Tri-O-acetyl-1-hydroxy-b-D-galactopyranosyl)formamide Chemical Structure

C-(2,3,4-Tri-O-acetyl-1-hydroxy-b-D-galactopyranosyl)formamide

Catalog NO.: 189633-66-7 CAS NO.: 189633-66-7 Brand: BOC Sciences

Category
Carbohydrates, Nucleosides & Nucleotides
Application/Structure
Monosaccharides
Molecular Formula
C12H17NO9
Molecular Weight
319.26

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cGMP Capacity

  • kg to MT scale
  • GMP batches production
  • Over 20 years of experience
  • HPAPI production with OEL < 1 μg/m³
  • Cleanroom Class 100 to Class 100,000
  • Special type of reactions in cGMP workshop
  • Cleaning level: Class A B C
  • cGMP synthesis workshop
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Product Description

C-(2,3,4-Tri-O-acetyl-1-hydroxy-b-D-galactopyranosyl)formamide is a biomedical product used for the study of certain diseases. It acts as a formamide derivative of galactose, which exhibits potential antitumor activity against various cancer types.

InChI Key
CTBHGAOUGPZNHT-SVDPJWKOSA-N
InChI
InChI=1S/C12H17NO9/c1-5(14)20-8-4-19-12(18,11(13)17)10(22-7(3)16)9(8)21-6(2)15/h8-10,18H,4H2,1-3H3,(H2,13,17)/t8-,9-,10+,12+/m1/s1
SMILES
CC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)(C(=O)N)O
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1.Crystal structure of N'-[(E)-3,5-di-chloro-2-hy-droxy-benzyl-idene]-4-nitro-benzo-hydrazide di-methyl-formamide monosolvate.
Joseph B1, Sajitha NR1, Sithambaresan M2, Seena EB3, Kurup MR1. Acta Crystallogr E Crystallogr Commun. 2015 Oct 7;71(Pt 11):o826-7. doi: 10.1107/S2056989015018290. eCollection 2015.
In the title compound, C14H9Cl2N3O4·C3H7NO, the hydrazone mol-ecule adopts an E conformation with respect to azomethine bond, and the dihedral angle between the two aromatic rings [8.96 (11)°] shows that the rings are almost co-planar. The planar conformation of the mol-ecule is stabilized by the intra-molecular O-H⋯N hydrogen bond involving the OH group and azomethine N atom. The azomethine and keto bond distances [1.269 (2) and 1.210 (2) Å, respectively] are very close to the formal C=N and C=O bond lengths. The di-methyl-formamide solvent mol-ecule is connected to the hydrazone NH group via an N-H⋯O hydrogen bond. In the crystal, non-classical C-H⋯O and C-H⋯Cl hydrogen bonds link the mol-ecules into chains along [322]. A supra-molecular three-dimensional architecture is created by weak C-Cl⋯π [4.163 (3) Å, 83.26 (9)°] and π-π [centroid-centroid distance = 4.0395 (14) Å] inter-actions.
2.Crystal structure of poly[[[μ4-5-(9H-carbazol-9-yl)isophthalato][μ3-5-(9H-carbazol-9-yl)isophthalato]bis-(di-methyl-formamide)(methanol)dizinc] di-methyl-formamide monosolvate].
Lifshits LM1, Campana C2, Klosterman JK1. Acta Crystallogr E Crystallogr Commun. 2015 Jul 31;71(Pt 8):m152-3. doi: 10.1107/S2056989015013961. eCollection 2015.
The structure of the polymeric title compound, {[Zn2(C20H11NO4)2(C3H7NO)2(CH3OH)]·C3H7NO} n , comprises carbazolylisophthalate moieties connecting dimetallic tetra-carboxyl-ate zinc secondary building units (SBUs) parallel to [100] and [010], leading to a layer-like arrangement parallel to (001). Each SBU consists of two Zn atoms in slightly distorted tetra-hedral and octa-hedral coordination environments [Zn⋯Zn = 3.5953 (6) Å]. Three carboxyl-ate groups bridge the two Zn atoms in a μ2-O:O' mode, whereas the fourth coordinates through a single carboxyl-ate O atom (μ1-O). The O atoms of two di-methyl-formamide (DMF) and one methanol mol-ecule complete the Zn coordination spheres. The methanol ligand inter-acts with the noncoordinating DMF mol-ecule via an O-H⋯O hydrogen bond of medium strength. Carbazoles between the layers inter-digitate through weak C-H⋯.π inter-actions to form a laminar solid stacked along [010]. Two kinds of C-H⋯π inter-actions are present, both with a distance of 2.
3.Crystal structure of N-(2,2,2-tri-chloro-1-hy-droxy-eth-yl)formamide.
Mariyatra MB1, Stoeckli-Evans H2. Acta Crystallogr E Crystallogr Commun. 2015 Nov 14;71(Pt 12):1501-4. doi: 10.1107/S2056989015020459. eCollection 2015.
The title compound, C3H4Cl3NO2, crystallized with two independent mol-ecules (A and B) in the asymmetric unit. The two mol-ecules have the same conformation; the mol-ecular overlap gives weighted and unit-weight r.m.s. fits of 0.047 and 0.043 Å, respectively. The conformation of the N-(hydroxeth-yl)formamide chains are very similar, as indicated by the C-N(H)-C=O and C-N(H)-C-O(H) torsion angles, which are, respectively, -1.8 (3) and -91.5 (2)° for mol-ecule A, and -2.1 (3) and -95.7 (2)° for mol-ecule B. In the crystal, individual mol-ecules are linked by pairs of O-H⋯O hydrogen bonds, forming A-A and B-B inversion dimers with R 2 (2)(12) ring motifs. The dimers are linked via N-H⋯O hydrogen bonds, forming alternating layers of A and B mol-ecules parallel to the bc plane. Within the layers of B mol-ecules, there are weak C-H⋯Cl hydrogen bonds present.
4.Crystal structure of aqua-[(E)-N'-(5-bromo-2-oxido-benzyl-idene-κO)benzohydrazidato-κ(2) O,N']dioxidomolybdenum(VI) di-methyl-formamide monosolvate.
Sudheer R1, Sithambaresan M2, Sajitha NR1, Manoj E3, Kurup MR1. Acta Crystallogr E Crystallogr Commun. 2015 May 28;71(Pt 6):702-5. doi: 10.1107/S2056989015009639. eCollection 2015.
The title compound, [Mo(C14H9BrN2O2)O2(H2O)]·C3H7NO, has a distorted octa-hedral geometry around the Mo atom, with the two terminal oxide groups lying cis to each other. The two aromatic rings present in the mol-ecule are almost coplanar, forming a dihedral angle of 1.4 (2)°. The five-membered ring involving the metal atom is puckered, with an amplitude Q = 0.358 (2) Å and ϕ = 204.1 (6)°. In the crystal, pairs of inversion-related mol-ecules are linked by O-H⋯N hydrogen bonds. An O-H⋯O hydrogen bond connects the water ligand to the di-methyl-formamide solvent mol-ecule. The crystal packing also features π-π [centroid-centroid distance of 3.688 (2) Å] and C-H⋯O inter-actions.
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