136144-58-6

Upstream product

• 67-64-1 acetone 
• 164105-98-0 (+)-1-O-(t-butyldiphenylsilyl)-2,3-O-isopropylidene-D-erythritol 
• 163964-63-4 Acetic acid (4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 114184-97-3 (S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 136136-22-6 ((4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl acetate 

Downstream Products

• 163964-61-2 Methanesulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester 
• 960243-45-2 (2R,3S)-2-azido-1-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylodenebutane-1,3,4-triol 
• 1202878-83-8 C₂₄H₃₁F₃O₆SSi 
• 135577-94-5 -3,4-<(1-methylethyliden)bis(oxy)>butandiol-4-(methylbenzolsulfonat) 
• 74134-79-5 (4R)-2,2-dimethyl-4-[(2R)-oxiran-2-yl]-1,3-dioxolane 
• 74134-78-4 (2R,3S)-3,4-epoxy-1,2-O-isopropylidenebutane-1,2-diol 

Relevant academic research and scientific papers

Synthetic studies towards diazepanone scaffolds

The synthesis of new enantiopure polyfunctionalised diazepanone scaffolds is described. The key steps involve the opening of an azido-epoxide C4 building block derived from l-ascorbic or d-isoascorbic acid by a l-serine derivative followed by a lactonisation-lactamisation two-step sequence.

Efficient synthesis of polyfunctionalised enantiopure diazepanone scaffolds

The synthesis of polyfunctionalised enantiopure 1,4-diazepan-3-one scaffolds from l-serine derivatives and azidoepoxides readily available from either l-ascorbic or d-isoascorbic acid, allowing access to various configurations at chiral centres, is descri

Synthesis of protected enantiopure erythrulose derivatives

D- and L-Erythrulose derivatives 2-6 bearing protective O-silyl and O-benzyl groups in various positions were synthesized in enantiopure form from L-ascorbic acid, D-isoascorbic acid, and D-glucose. VCH Verlagsgesellschaft mbH, 1996.

ERYTHRITOL : A VERSATILE PRECURSOR FOR C-4 CHIRAL BUILDING BLOCKS

Starting from erythritol, enzyme catalyzed construction of C4 chiral building blocks is described.The four diastereomeric protected tetroses are available from this single compound.Also an approach to L- and D-hexose-derivatives is presented.

The Synthesis of Optically Active Derivatives of Erythritol

The acetonides 2 and 4, obtained from erythritol, are excellent substrates for SAM II lipase.The resulting homochiral mono-esters 3 and 5 are suitable chiral building blocks.