127221-55-0

Upstream product

• 24211-51-6 (2S,5S)-hexane-1,2,5,6-tetrol 
• 100-39-0 benzyl bromide 
• 321659-05-6 11-[4-(4-tert-butoxycarbonyl-1,7-dithia-4,11-diaza-cyclotetradec-11-ylmethyl)-benzoyl]-1,4,8,11tetraaza-cyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester 
• 146547-11-7 (2S,5S)-1,6-bis[(tert-butyldiphenylsilyl)oxy]hexane-2,5-diol 
• 127305-27-5 1,2-bis<(4S)-2,2-dimethyl-1,3-dioxolan-4-yl>ethane 
• 251459-11-7 3,4-dideoxy-2,5-O-isopropylidene-1,6-di-O-methyl-D-threo-hexitol 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 31843-48-8 trans-3,4-Didehydro-3,4-dideoxy-1,2:5,6-di-O-isopropyliden-D-threo-hexitol 
• 3268-36-8 1,2:5,6-di-O-isopropylidene-3,4-O-thioxocarbonyl-D-mannitol 
• 146547-12-8 1,6-di-O-(tert-butyldiphenyl)silyl-2,5-di-O-isopropylidene-3,4-dideoxy-D-threo-hexitol 
• 146547-13-9 1,6-di-O-isopropylidene-1,6-di-O-methyl-3,4-dideoxy-D-threo-hexitol 
• 2930-05-4 (S)-benzyl glycidyl ether 
• 109613-59-4 (S)-1-(benzyloxy)but-3-en-2-ol 
• 915315-05-8 bis((S)-1-(benzyloxy)but-3-en-2-yl) methyl phosphate 

Downstream Products

• 145028-21-3 (2S,5S)-1,6-bis(benzyloxy)-2,5-bis(methylsulfonyloxy)hexane 
• 127221-56-1 1,6-di-O-benzyl-2,5-di-O-tosyl-3,4-dideoxy-D-threo-hexitol 
• 251441-73-3 (4S,7S)-4,7-Bis(benzyloxymethyl)-2,2-dioxo[1,3,2]dioxathiepane 
• 251459-19-5 1,2-bis[(2R,5R)-2,5-benzyloxymethylphospholanyl]ethane 
• 321917-88-8 4-[(2R,5R)-2,5-bis(benzyloxymethyl)pyrrolidino]pyridine 
• 127221-57-2 N-benzyl-trans-(2R,5R)-bis(benzyloxymethyl)-pyrrolidine 
• 127221-54-9 trans-(2R,5R)-bis(benzyloxymethyl)-pyrrolidine 

Relevant academic research and scientific papers

Synthesis of the first water-soluble chiral tetrahydroxy diphosphine Rh(I) catalyst for enantioselective hydrogenation

The synthesis of the first chiral polyhydroxy diphosphine-Rh(I) catalyst for asymmetric hydrogenation is described. Based on a simple synthetic pathway starting from D-mannitol the new metal complex is constructed. A special feature of the approach is the protection of the air-sensitive phosphinegroups by the catalytically active metal in the final synthetic steps. Therefore, tedious P-protection-deprotection procedures could be advantageously avoided. The new water-soluble catalyst hydrogenates functionalized olefins by up to 99.6% ee in water as solvent.

Divalent activation in temporary phosphate tethers: Highly selective cuprate displacement reactions

(Chemical Equation Presented) Desymmetrization of a readily derived psuedo-C2-symmetric monocyclic phosphate via highly diastereoselective anti-SN2′ allylic displacement reactions is reported. This method utilizes of a wide variety o

Production of optically active phospholanes

Phospolanes and diphospholanes of the general formula I where: is H, C1-C6-aryl, alkylaryl, SiR32, R2is alkyl or aryl, A is H, C1-C6-alkyl, aryl, Cl or B is a linker with 1-5 C a

Asymmetric hydrogenation of β-keto esters

Enantiomerically pure β-hydroxy esters are prepared by a process in which β-keto esters are reacted with hydrogen in the presence of catalysts of the formula LRuX2where X is halogen, acetate, allyl, methallyl, 2-phenylallyl, perchlorate, trifluoroacetate, tetrafluoroborate, hexafluoroantimonate, hexafluorophosphate, hexafluoroarsenate or trichloroacetate, L is a bidentate phospholane of the formula I ?where B=a bridging link with 1-5 carbon atoms between the two phosphorus atoms, R1=H, C1-C6-alkyl, aryl, alkylaryl or SiR23, R2=alkyl or aryl, m=0 or 1, R3=H or OR4, and R4=R1, with the proviso that if m=1 then R3=H and if m=0 then R3≠ H.

Synthesis of C2-symmetric analogues of 4-(pyrrolidino)pyridine: New chiral nucleophilic catalysts

The syntheses of a series of enantiomerically pure C2-symmetric 4-(pyrrolidino)pyridine (PP Y) derivatives by SNAr of 4-halo-/4-phenoxypyridines and by cyclocondensation from 4-aminopyridine are described. Preliminary results pertaining to their use as catalysts for acylative kinetic resolution of 1-phenylethanol are also presented. A single-crystal X-ray analysis of PPY If is reported. The Royal Society of Chemistry 2000.

Synthesis of Enantiomerically Pure (2R,5R) Disubstituted Pyrrolidines from D-Mannitol

Pyrrolidines 1 and 2 are obtained from D-Mannitol, giving good total yields and in an enantiomerically pure form.Some comments and studies regarding pyrrolidine ring closure (key step) are also reported.

Improved syntheses of both enantiomers of 1,2,5,6-diepoxyhexane from (2S,5S)-1,2,5,6-hexanetetrol

Several methods for the preparation of (2R,5R)- and (2S,5S)-1,2,5,6-diepoxyhexane (2) from 3,4-dideoxy-D-threo-hexitol [(2S,5S)-1,2,5,6-hexanetetrol (1)] as a single common chiral synthon are described. Among these methods, the methods via (2S,5S)-1,6-bis(pivaloyloxy)-2,5-hexanediol and (2S,5S)-2,5-bis(benzoyloxy)-1,6-dibromohexane, both derived from 1, provide the best results in terms of the selectivity, yield, and optical purity for the preparation of (R,R)-2 and (S,S)-2, respectively.

ASYMMETRIC SYNTHESIS OF TRANS-(2R,5R)-BIS(BENZYLOXYMETHYL)PYRROLIDINE

Trans-(2R,5R)-bis(benzyloxymethyl)-pyrrolidine (1) was prepared from 1,2:5,6-diisopropylidene mannitol.Key transformations included the selective protection of primary hydroxy groups and stereocontrolled cyclization.