121408-94-4

Upstream product

• 61597-96-4 Isobutyl (R)-lactate 
• 100-39-0 benzyl bromide 

Downstream Products

• 135416-09-0 (R)-(-)-2-Benzyloxy-<1,1-²H2>propanol 
• 53346-05-7 (R)-2-benzyloxypropanal 
• 121408-87-5 5-O-Benzyl-3,6-dideoxy-3-C-methyl-β-D-allofuranose 
• 121408-87-5 5-O-Benzyl-3,6-dideoxy-3-C-methyl-α-D-allofuranose 
• 121408-87-5 5-O-Benzyl-3,6-dideoxy-3-C-methyl-α-D-talofuranose 
• 121408-87-5 5-O-Benzyl-3,6-dideoxy-3-C-methyl-β-D-talofuranose 
• 121408-70-6 Methyl 5-O-benzyl-3,6-dideoxy-3-C-methyl-α-D-allofuranoside 
• 121408-86-4 Methyl 5-O-benzyl-3,6-dideoxy-3-C-methyl-α-D-talofuranoside 
• 121408-71-7 Methyl 5-O-benzyl-3,6-dideoxy-3-C-methyl-β-D-talofuranoside 
• 118759-56-1 (1Z,3S,4S,5R)-5-Benzyloxy-4-hydroxy-3-methyl-1-hexenyl N,N-diisopropylcarbamate 
• 118759-57-2 (1Z,3R,4R,5R)-5-Benzyloxy-4-hydroxy-3-methyl-1-hexenyl N,N-diisopropylcarbamate 
• 121408-85-3 1-O-(N,N-Diisopropylcarbamoyl) 5-O-benzyl-3,6-dideoxy-3-C-methyl-β-D-allofuranose 
• 121408-83-1 Diisopropyl-carbamic acid (2R,3S,4R,5R)-5-((R)-1-benzyloxy-ethyl)-3-hydroxy-4-methyl-tetrahydro-furan-2-yl ester 
• 121408-80-8 (1R,2S,3R,4R,5R)-5-Benzyloxy-1,2-epoxy-4-hydroxy-3-methylhexyl N,N-diisopropylcarbamate 

Relevant academic research and scientific papers

Enantioselective synthesis of (+)-(2R,3S,6R)-decarestrictine L

A convergent enantioselective synthesis of (+)-(2R,3S,6R)- decarestrictine L (1), a natural inhibitor of cholesterol biosynthesis, is described from commercially available (S)-malic acid and (R)-isobutyl lactate. The third chiral center was created by stereoselective reduction of a chiral α-hydroxy ketone, and an intramolecular S(N)2-type reaction allowed the stereocontrolled formation of the tetrahydropyranyl ring.

Synthetic studies on the rhizoxins. II. An approach to the C10-C26 subunit using 'substrate directed' allylstannane additions to aldehydes

The construction of a C10-C26 fragment of the 16-membered antitumor macrolide rhizoxin has been achieved in an efficient manner. The central portion of this molecule has been prepared in enantiopure form via an iterative allylstannylation protocol starting with the ester of (R)-lactic acid. The oxazole portion of rhizoxin was attached via a samarium diiodide modified Julia coupling to generate the requisite all E triene.

Labelled Representatives of a Possible Intermediate of Fosfomycin Biosythesis in Streptomyces fradiae: Preparation of (R,S)-(2-Hydroxypropyl)-, (R,S)-, (R)-, (S)-(2-Hydroxypropylpropyl- and (R,S)-(2-Hydroxypropyl)phosphonic acid

Racemic methyl O-benzyllactate was reduced to the alcohol, transformed into the bromide and reacted with triethylphosphite to give the diethylphosphonate.Removal of protecting groups afforded a phosphonic acid which was purified as its cyclohexylammonium

Enantiomerically Pure 2-(Carbamoyloxy)oxiranes and Their Utility in the Synthesis od D- and L-3,6-Dideoxy-3-C-methylhexofuranosides via the Homoaldol Reaction

As an example of a novel flexible strategy in the rapid enantioselective construction of branched carbohydrate analogues by the homoaldol reaction, the title compounds were synthesized. α-Metalated (E)-2-butenyl N,N-diisopropylcarbamate is added to (S)- or (R)-2-benzyloxypropanal.The homoaldol adducts are epoxidized; methanolysis affords furanosides of branched 3,6-dideoxyaldohexoses, or, hydrolysis yields the furanoses.