360577-29-3

Basic information

• Product Name: ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI)
• Synonyms: bta-L-Gulofuranosiduronicacid,methyl5-amino-5-deoxy-5-C-methyl-(9CI);ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI)
• CAS NO: 360577-29-3
• Molecular Formula: C8H15NO6
• Molecular Weight: 221.2078
• Product Categories: ALCOHOL
• Mol File: 360577-29-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI)(360577-29-3)
• EPA Substance Registry System: ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI)(360577-29-3)

Safety Data

• Hazardous Substances Data: 360577-29-3(Hazardous Substances Data)

Upstream product

• 360577-26-0 (5'R)-5'-methyl-5'-[methyl (4S)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2',4'-dione 
• 263744-58-7 methyl 6-deoxy-2,3-O-isopropylidene-α-D-lyxo-hexafuranos-5-uloside 
• 360577-28-2 (5'R)-5'-methyl-5'-[methyl (4S)-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2',4'-dione 

Relevant articles and documents

Synthesis and structure determination of some sugar amino acids related to alanine and 6-deoxymannojirimycin

(5′R)-5′-Methyl-5′-[methyl (4S)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-imidazolidin- 2′,4′-dione was synthesised starting from methyl 6-deoxy-2,3-O-isopropylidene-α-D-lyxo-hexofuranosid-5-ulose applying the Bucherer-Bergs reaction. Its 5′-R configuration was confirmed by X-ray crystallography. Corresponding α-amino acid-methyl (5R)-5-amino-5-C-carboxy-5,6-dideoxy-α-D-lyxo-hexofuranoside (alternative name: 2-[methyl (4S)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-D-alanine) was obtained from the above hydantoin by acid hydrolysis of the isopropylidene group followed by basic hydrolysis of the hydantoin ring. Total deprotection afforded 5-C-carboxy-6-deoxymannojirimycin. Analogously, methyl (5S)-5-amino-5-C-carboxy-5,6-dideoxy-α-L-lyxo-hexofuranoside and 5-C-carboxy-6-deoxy-L-mannojirimycin were prepared from the corresponding (5′S)-5′-methyl-5′-[methyl (4R)-2,3-O-isopropylidene-β-D-erythrofuranosid-4-C-yl]-imidazolidin- 2′,4′-dione starting from methyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexofuranosid-5-ulose.