113898-52-5

Upstream product

• 13171-64-7 Dimethyl D-tartrate 
• 100-39-0 benzyl bromide 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 91326-83-9 (4S,5S)-dimethyl 2-phenyl-1,3-dioxolane-4,5-dicarboxylate 

Downstream Products

• 118653-93-3 (2R,3R)-2-Benzyloxy-3-p-tolylsulfonyloxybutane-1,4-diol 
• 118653-95-5 (2R,3R)-1-Chloro-3-benzyloxy-4-p-tolylsulfonyloxybutane-2-ol 
• 118653-94-4 (3S,2R)-2-Benzyloxy-3,4-epoxybutyl p-toluenesulfonate 
• 195512-73-3 (3S,2R)-2-Benzyloxy-3,4-epoxybutan-1-ol 
• 1027182-96-2 (2S,3S)-3-Benzyloxy-N-((S)-1-benzyloxycarbonyl-2-carbamoyl-ethyl)-2-hydroxy-succinamic acid methyl ester 
• 1026554-93-7 (2S,3S)-2-Benzyloxy-N-((S)-1-benzyloxycarbonyl-2-carbamoyl-ethyl)-3-hydroxy-succinamic acid methyl ester 
• 1025967-62-7 (2S,3S)-3-Benzyloxy-N-((S)-1-benzyloxycarbonyl-2-carbamoyl-ethyl)-2-hydroxy-succinamic acid 
• 104333-77-9 (2S,3S)-2-Benzyloxy-3-hydroxy-succinic acid 4-methyl ester 
• 185671-07-2 (2S,3S)-2-Benzyloxy-3-hydroxy-succinic acid 1-methyl ester 
• 118653-92-2 Dimethyl (2S,3S)-2-benzyloxy-3-p-tolylsulfonyloxysuccinate 

Relevant academic research and scientific papers

Total stereoselective synthesis of (+)-goniothalesdiol

(Chemical Equation Presented) The stereoselective synthesis of (+)-goniothalesdiol (1) was accomplished in nine steps starting from commercially available (-)-(2S,3S)-dimethyl D-tartrate (3). The key features were a completely diastereoselective reduction

Functionalization of polystyrene resins with chiral fragments derived from tartaric acid

Several methods have been assayed for the anchoring of chiral fragments derived from tartaric acid to polystyrene/divinylbenzene resins. In order to further modify the initially anchored chiral groups, binding to the polymer backbone through an ether link

The effect of sulfoxides on the stereoselective construction of tetrahydrofurans: Total synthesis of (+)-goniothalesdiol

Good to excellent stereoselectivities were achieved in the reductive cyclization (with Et3SiH/trimethylsilyl trifluoromethanesulfonate (TMSOTf)) of enantiopure hydroxy sulfinyl ketones en route to 2,5-cis-disubstituted tetrahydrofuran skeletons

(2S,3R)-2-Benzyloxy-3,4-epoxybutan-1-ol; A Versatile Synthetic Building Block Formally Derived From (u)-Tartaric acid

The title chiral C4-building block 1, a meso-tartaric acid synthon, is prepared from dimethyl (R,R)-O,O'-benzylidenetartrate on a multigram scale.The key step is a tosylation-reduction sequence which leads to the diol 5.