138381-83-6

Usage

Uses

1. Used in Pharmaceutical Industry:
(2R,4aR,7S,8R,8aR)-Hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid PhenylMethyl Ester is used as a reactant in the preparation of sialoglycoconjugates, which are important for the development of new drugs targeting various diseases.
2. Used in Chemical Synthesis:
As a Deoxynojirimycin (D245000) derivative, (2R,4aR,7S,8R,8aR)-Hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid PhenylMethyl Ester serves as a key intermediate in the synthesis of various complex organic molecules, particularly those with potential pharmaceutical applications.
3. Used in Research and Development:
Due to its unique structure and properties, (2R,4aR,7S,8R,8aR)-Hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid PhenylMethyl Ester is utilized in research and development for the exploration of new chemical reactions and the discovery of novel compounds with potential applications in various industries.

Upstream product

• 130539-12-7 N-Benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 100-52-7 benzaldehyde 
• 19130-96-2 1,5-dideoxy-1,5-imino-D-glucitol 
• 501-53-1 benzyl chloroformate 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 138309-86-1 (4aR,7S,8R,8aR)-8-Butyryloxy-7-hydroxy-2-phenyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 
• 138309-87-2 (4aR,7S,8R,8aR)-7-Butyryloxy-8-hydroxy-2-phenyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 
• 909099-99-6 4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 168039-41-6 4,6-O-benzylidene-N-benzyloxycarbonyl-3-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 909253-94-7 4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-dideoxy-3-O-β-D-glucopyranosyl-1,5-imino-D-glucitol 
• 909100-00-1 3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 909100-03-4 4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-dideoxy-3-O-[β-D-glucopyranosyl-(1->3)-β-D-glucopyranosyl]-1,5-imino-D-glucitol 
• 909100-27-2 4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-dideoxy-3-O-[β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl]-1,5-imino-D-glucitol 
• 909100-01-2 3-O-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranosyl]-4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 909100-25-0 3-O-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->6)-2,4,6-tri-O-acetyl-β-D-glucopyranosyl]-4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 1262984-95-1 4,6-O-benzylidene-1-deoxynojirimycin 
• 138309-84-9 2-O-acetyl-4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 138309-85-0 (4aR,7S,8R,8aR)-8-Acetoxy-7-hydroxy-2-phenyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 
• 150338-29-7 2-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-3-O-methanesulfonyl-D-allitol 

Relevant academic research and scientific papers

Quantifying Electronic Effects of Common Carbohydrate Protecting Groups in a Piperidine Model System

A study of the substituent effects of protecting groups in hydroxypiperidines was carried out and compared with the electronic effects in glycosylation chemistry. 1-Deoxynojirimycin, the aza-sugar analogue of 1-deoxy-D-glucose, was used as a carbohydrate

The synthesis of 1,5-dideoxy-1,5-(alkyl)imino-2-C-methyl-D-glucitols

The regio- and stereoselective synthesis of the title compounds 3 and 4 has been accomplished starting with deoxynojirimycin. The factors affecting the stereochemical outcome of Grignard addition to the key carbonyl intermediate are discussed.

NUCLEOPHILIC OPENING OF N-CARBOALKOXY-2,3-ANHYDRO-1-DEOXYMANNOJIRIMYCIN. A USEFUL METHOD FOR THE SYNTHESES OF 2-, 3- AND 2,3-DISUBSTITUTED 1-DEOXYNOJIRIMYCIN ANALOGS

A useful methodology for the synthesis of a number of 2-, 3- and 2,3-disubstituted deoxynojirimycin analogs is reported.It has been found that the epoxides in stereoselectively synthesized N-carboalkoxy-2,3-anhydro-1-deoxymannojirimycins (4 and 5) react with N-, S- and F-nucleophiles to give a mixture of gluco and altro products.The 3-azido altro compound (12b) yields the desired gluco derivative (40) by oxidation, in situ epimerization at C-3, followed by stereoselective reduction of the carbonyl group.The azido intermediate (12a) affords the 2,3-diazido gluco compound (51) by double inversion at C-3.Attempts have been made to understand the factors contributing to the opening of epoxides (4, 5 and 9) by different nucleophiles.

2- and 3-sulfur derivatives of 1,5-iminosugars

Novel derivatives of 1-deoxynojirimycin are disclosed which have thio or sulfinyl substituents at C-2 or C-3. These compounds are useful inhibitors of lentiviruses such as visna virus and human immunodeficiency virus. Methods of chemical synthesis of thes

2-substituted tertiary carbinol derivatives of deoxynojirimycin

2-Substituted tertiary carbinol derivatives of deoxynojirimycin are disclosed having the formula STR1 wherein R4 =an alkyl, vinyl, alkenyl, alkynyl, aryl, aralkyl, alkenylalkyl, alkylnylalkyl or CH2 Y substituent having from about 1

Selective functionalization of the C2 hydroxyl group of N-carbobenzyloxy-4,6-O-benzylidene-1-deoxynojirimycin

1-Deoxynojirimycin was converted into its N-CBZ-4,6-O-benzylidene derivative 2 in two steps in 51% yield. Compound 2 could be regioselectively functionalized at the C2 hydroxyl group by activation with di-n-butyltin oxide, followed by reaction of the resu