(R)-1-Phenylethanaminium–(S,S)-2,3-dibromosuccinate–(R,R)-2,3-dibromosuccinic acid–water (2/1/1/2)
✍ Scribed by Fischer, Andreas
- Publisher
- International Union of Crystallography
- Year
- 2006
- Tongue
- English
- Weight
- 348 KB
- Volume
- 62
- Category
- Article
- ISSN
- 1600-5368
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✦ Synopsis
From an aqueous solution of racemic 2,3-dibromosuccinic acid and (R)-1-phenylethanamine, crystals of the title compound, C~8~H~12~N^+^·0.5C~4~H~2~Br~2~O~4~
^2−^·0.5C~4~H~4~Br~2~O~4~·H~2~O, were obtained in almost quantitative yield. The structure contains both enantiomers of the starting material, dibromosuccinic acid. The S,S enantiomer is present as a dianion and the R,R enantiomer as the neutral acid; both of these components lie on twofold rotation axes. The structure features a complex two-dimensional network of hydrogen bonds.
📜 SIMILAR VOLUMES
The tide compounds were prepared from key intermediates readily obtained by the stereoselective Diels-Alder reaction of (Z)-2-pbenyl-4-[(S)-2,2-dimethyl-l,3dioxolan-4-ylmethylene]-5(4H)-oxazolone, a chiral az-lactone derived from (R)glyceraldehyde and cyclopentadiene.
Addition of diethyl phosphite to 2,3-O-cyclohexylidene-D-glyceraldehyde catalyzed by triethylamine or fluorides led to ca. 35:65 mixtures of diethyl (IR,2R)-and (1S,2R)-2,3-O-cyclohexylidene-l,2,3trihydroxypropylphosphonates (4a) and (4b). Application of lithium diethylphosphonate only slightly impr
## Synthesis and transformations of (1R,2R,3S,4R)-4-O- benzylhydroxylamino-2,3-O-isopropylidene-1,2,3-cyclopentanetrioh synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylidene-l,2,3cyclopentanetriol