Facile Synthesis of 4-Acylamino-2,6-anhydro-2,3,4-trideoxy-D-glycero-D-galacto-non-2-enoic Acids.
نویسندگان
چکیده
منابع مشابه
1,5-Anhydro-3,6-di-O-benzyl-2-deoxy-1,2-C-dichloromethylene-d-glycero-d-gulo-hexitol
In the title compound, C(21)H(22)Cl(2)O(4), the pyranosyl ring adopts a twist-boat conformation with the O-benzyl groups in equatorial positions. In the crystal, O-H⋯O hydrogen bonding results in infinite chains of mol-ecules along [100]. The structure is further consolidated by weak C-H⋯O, C-H⋯Cl and C-H⋯π inter-actions. The absolute structure was determined.
متن کامل1,5-Anhydro-2-deoxy-1,2-C-dichloromethylene-3,4,6-tri-O-(4-methoxybenzyl)-d-glycero-d-gulo-hexitol
The pyranosyl ring in the title compound, C(31)H(34)Cl(2)O(7), adopts a twist-boat conformation. The 4-meth-oxy-benzyl groups are located in equatorial positions with the meth-oxy groups nearly coplanar with their respective rings [dihedral angles of 0.2 (3) and 9.4 (2)°]. The aromatic rings adopt orientations enabling them to participate in C-H⋯π inter-actions with neighboring meth-oxy groups....
متن کامل7-Azido-N,N-diethyl-4,5-O-isopropylidene-4-C-methyl-3,6-anhydro-7-deoxy-d-glycero-d-manno-heptonamide
The reaction of 5-azido-5-de-oxy-2,3-O-isopropyl-idene-2-C-methyl-d-ribose with N,N-diethyl-2-(dimethyl-sulfuranyl-idene)acetamide gave the title compound, C(15)H(26)N(4)O(5), as the major product arising from initial formation of an epoxide which was subsequently opened by intra-molecular attack of the free 4-hydroxyl group. X-ray crystallography confirmed the relative stereochemistry of the t...
متن کاملSynthesis of polyhydroxy amino acids based on D- and L-alanine from D-glycero-D-gulo-heptono-1,4-lactone.
2-Amino-2,3-dideoxy-D-manno-heptonic acid (7) has been synthesized from 2,5,6,7-tetra-O-acetyl-3-deoxy-D-gluco-heptono-1,4-lactone (1), which was readily prepared from D-glycero-D-gulo-heptono-1,4-lactone. O-Deacetylation of 1 followed by treatment with 13:1 (v/v) 2,2-dimethoxypropane/acetone in the presence of p-toluenesulfonic acid gave methyl 3-deoxy-4,5:6,7-di-O-isopropylidene-D-gluco-hepto...
متن کاملOrganocatalytic Synthesis of Higher‐Carbon Sugars: Efficient Protocol for the Synthesis of Natural Sedoheptulose and d‐Glycero‐l‐galacto‐oct‐2‐ulose†
Herein we report a short and efficient protocol for the synthesis of naturally occurring higher-carbon sugars-sedoheptulose (d-altro-hept-2-ulose) and d-glycero-l-galacto-oct-2-ulose-from readily available sugar aldehydes and dihydroxyacetone (DHA). The key step includes a diastereoselective organocatalytic syn-selective aldol reaction of DHA with d-erythrose and d-xylose, respectively. The met...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1995
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.43.1654