136740-96-0

Upstream product

• 69-65-8 mannitol 
• 3969-84-4 3,4-di-O-isopropylidene-D-mannitol 
• 162920-22-1 O²,O⁵-diacetyl-1,6-dichloro-O³,O⁴-isopropylidene-1,6-dideoxy-D-mannitol 
• 63700-05-0 1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol 

Downstream Products

• 136740-98-2 2S,5S-Diazido-1,6-diphenyl-3,4-O-isopropylidenehexane-3R,4R-diol 
• 495385-02-9 (4R,5S,6S,7R)-4,7-dibenzyl-5,6-O-isopropylidene-1,3,2-dioxathiepane 2,2-dioxide 
• 137828-44-5 2R,5R-di-(4-nitrophenylsulfonyloxy)-1,6-diphenyl-3,4-O-isopropylidenehexane-3S,4S-diol 
• 138328-92-4 (2S,3R,4R,5S)-2,5-Diazido-1,6-diphenyl-hexane-3,4-diol 
• 129491-63-0 (2S,3R,4R,5S)-2,5-bis[(1,1-dimethylethoxy)carbonyl]amino-1,6-diphenyl-3,4-dihydroxyhexane 
• 137649-75-3 (4S,5R,4'S,5'R)-5,5'-bis(4-benzyloxazolidin-2-one) 
• 129467-48-7 A-75925 
• 495385-05-2 1,2-bis[(2S,3S,4S,5S)-2,5-dibenzyl-3,4-O-isopropylidenephospholanyl]benzene 
• 495385-08-5 1,2-bis[(2S,3S,4S,5S)-2,5-dibenzyl-3,4-dihydroxyphospholanyl]benzene 
• 410546-44-0 (4R,5S,6S,7R)-5,6-O-isopropylidene-2-dimethylamino-4,7-dibenzyl-1,3,2-dioxaphosphepane-5,6-diol 

Relevant academic research and scientific papers

1,2,5,6-Tetra-O-benzyl-D-mannitol derivatives as novel HIV protease inhibitors

The synthesis and structure-activity relationships of HIV protease inhibitors derived from carbohydrate alditols are discussed. We disclose a new series of 1,2,5,6-tetra-O-alkyl-D-mannitol exhibiting sub-micromolar activity against HIV-protease. This seri

Novel monodentate phosphoramidites by chiral pool synthesis starting from D-mannitol, and their PdII and RhI complexes

The new monodentate phosphoramidites 6a-e were prepared in an ex-chiral-pool synthesis from readily available D-mannitol in high yields. A ring opening of 1,2;5,6-dianhydro-3,4-0-isopropylidene-D-mannitol (4) with nucleophiles provides the chiral diols 5a-e with different steric demand as key intermediates. The ligands 6a-e are synthesized by refluxing 5a-e with hexamethyltriaminophosphane (HMTAP) and lead, after treatment with [PdCl2(COD)] or [Rh(COD)2][SO3CF3], to the corresponding Pd. complex 8a and rhodium(I) complexes 7a-e, respectively. The cis-arrangement of the ligands and the C2-symmetry of the complexes in the solid state is demonstrated by an X-ray structure investigation performed on 8a. In addition, variable temperature NMR experiments show that 8a keeps its C2-symmetric coordination geometry even at temperatures up to 90°C (decomposition).

Stereocontrolled synthesis of HIV-1 protease inhibitors with C2-axis of symmetry

An efficient and stereocontrolled synthesis of various C2-symmetric HIV-1 protease inhibitors is described, starting from commercially available and inexpensive D-mannitol.