138381-83-6

Basic information

• Product Name: (2R,4aR,7S,8R,8aR)-Hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid PhenylMethyl Ester
• Synonyms: (2R,4aR,7S,8R,8aR)-Hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid PhenylMethyl Ester;N-Benzyloxycarbonyl-4,6-O-phenylMethylene DeoxynojiriMycin
• CAS NO: 138381-83-6
• Molecular Formula: C₂₁H₂₃NO₆
• Molecular Weight: 385.41042
• Product Categories: Carbohydrates & Derivatives;Glycosidase Inhibitors;Carbohydrates & Derivatives, Glycosidase Inhibitors
• Mol File: 138381-83-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2R,4aR,7S,8R,8aR)-Hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid PhenylMethyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4aR,7S,8R,8aR)-Hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid PhenylMethyl Ester(138381-83-6)
• EPA Substance Registry System: (2R,4aR,7S,8R,8aR)-Hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid PhenylMethyl Ester(138381-83-6)

Safety Data

• Hazardous Substances Data: 138381-83-6(Hazardous Substances Data)

Usage

Description

(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 a complex organic compound with a unique molecular structure. It is characterized by its hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic acid backbone, which is esterified with a phenylmethyl group. (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 a white powder and is known for its potential applications in various fields due to its chemical properties.

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

Downstream Products

• 143571-97-5 4,6-O-benzylidene-N-benzyloxycarbonyl-3-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 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 
• 1262984-95-1 4,6-O-benzylidene-1-deoxynojirimycin 
• 150338-29-7 2-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-3-O-methanesulfonyl-D-allitol 
• 150271-32-2 2-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-3-O-methanesulfonyl-D-glucitol 
• 171334-18-2 3-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,3,5-trideoxy-1,5-imino-D-altritol 
• 150338-28-6 2-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-D-allitol 
• 150271-15-1 2-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-D-glucitol 
• 150271-33-3 3-O-Acetyl-2-azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-D-allitol 
• 150271-35-5 2-Azido-4,6-O-(R-benzylidene)-1,2,5-trideoxy-1,5-imino-N-methoxycarbonyl-3-O-methanesulfonyl-D-allitol 
• 150271-28-6 8β-Azidohexahydro-N-benzyloxycarbonyl-7-oxo-2R-2α-phenyl-5H-4,4aα,8aβ-1,3-dioxino<5,4-b>pyridine-5-carboxylate 
• 150271-26-4 4,6-O-(R-Benzylidene)-N-butyl-2-butyramido-3-O-butanoyl-1,2,5-trideoxy-1,5-imino-D-glucitol 
• 150271-39-9 2,3-Diazido-4,6-O-(R-benzylidene)-N-butyl-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol 

Relevant articles and documents

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

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-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