81028-10-6

Upstream product

• 81028-03-7 (Z)-4-benzyloxy-but-2-en-1-ol 
• 78469-77-9 1-O-benzyl-2,3-O-isopropylidene-D-threitol 
• 81028-09-3 (R)-4-((S)-2-Benzyloxy-1-hydroxy-ethyl)-[1,3]dioxolan-2-one 
• 80885-30-9 (E)-4-(benzyloxy)-2-buten-1-ol 
• 81028-05-9 Acetic acid ((4S,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenylsulfanyl-methyl ester 
• 1259016-41-5 1,3-O-benzylidene-4-O-benzyl-L-erythritol 
• 81028-06-0 Phenyl-carbamic acid (2S,3S)-3-benzyloxymethyl-oxiranylmethyl ester 
• 81028-08-2 (2S,3S)-1-Benzyloxy-4-phenylsulfanyl-butane-2,3-diol 
• 78469-85-9 (2S,3S)-4-benzyloxy-2,3-epoxy-1-butanol 

Downstream Products

• 909878-64-4 meso-erythritol 

Relevant academic research and scientific papers

Acceptor specificity in the transglycosylation reaction using Endo-M

To determine the structural specificity of the glycosyl acceptor of the transglycosylation reaction using endo-β-N-acetylglucosaminidase (ENGase) (EC 3.2.1.96) from Mucor hiemalis (Endo-M), several acceptor derivatives were designed and synthesized. The narrow regions of the 1,3-diol structure from the 4- to 6-hydroxy functions of GlcNAc were found to be essential for the transglycosylation reaction using Endo-M. Furthermore, it was determined that Endo-M strictly recognizes a 1,3-diol structure consisting of primary and secondary hydroxyl groups.

The 1H NMR method for the determination of the absolute configuration of 1,2,3-prim,sec,sec-triols

The absolute configuration of 1,2,3-prim,sec,sec-triols can be assigned by comparison of the 1H NMR spectra of the tris-(R)- and the tris-(S)-MPA ester derivatives. An experimental demonstration of this correlation with 24 triols of known absolute configuration and a protocol using two parameters-ΔδRS(H3) and the difference between ΔδRS(H2) and ΔδRS(H3) = |Δ(ΔδRS)|-for its application to the determination of the absolute configuration of other triols are presented.

The asymmetric dihydroxylation of cis-allylic and homoallylic alcohols

The asymmetric dehydroxylation of several cis allylic alcohols is reported. The reactions proceed with moderate to good enantioselectivity. The enhanced enantioselection observed relative to other cis-olefin classes is believed to be dependent on the presence of the free hydroxyl group. A cis-homoallylic alcohol also gave a useful level of enantioselection in the AD.

Synthesis of Saccharides and Related Polyhydroxylated Natural Products. 1. Simple Alditols

A new approach to sugar synthesis is demonstrated through syntheses of tetritols, pentitols, and hexitols; titanium-catalyzed asymmetric epoxidation and a new selective opening reaction of 2,3-epoxy alcohols play essential roles.