26301-79-1

Basic information

• Product Name: D-MANNONO-1,4-LACTONE
• Synonyms: MANNONIC ACID-GAMMA-LACTONE, D-;D-MANNONO-1,4-LACTONE;D-MANNONIC ACID-GAMMA-LACTONE;1,4-D-Mannonolactone;gamma-Lactone of mannonic acid;D-MANNONO-1,4-LACTONE 95+%;D-Mannonicacid-1,4-lactone;(3S)-3β,4β-Dihydroxy-5β-[(R)-1,2-dihydroxyethyl]-4,5-dihydro-2(3H)-furanone
• CAS NO: 26301-79-1
• Molecular Formula: C₆H₁₀O₆
• Molecular Weight: 178.14
• EINECS: 247-596-0
• Product Categories: Biochemistry;Sugar Acids;Sugars
• Mol File: 26301-79-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 153 °C
• Boiling Point: 467.9 °C at 760 mmHg
• Flash Point: 201.5 °C
• Appearance: /
• Density: 1.766 g/cm³
• Vapor Pressure: 1.01E-10mmHg at 25°C
• Refractive Index: 1.625
• PKA: 12.06±0.60(Predicted)
• Water Solubility: within almost transparency
• CAS DataBase Reference: D-MANNONO-1,4-LACTONE(CAS DataBase Reference)
• NIST Chemistry Reference: D-MANNONO-1,4-LACTONE(26301-79-1)
• EPA Substance Registry System: D-MANNONO-1,4-LACTONE(26301-79-1)

Safety Data

• Hazardous Substances Data: 26301-79-1(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

D-Mannono-1,4-lactone acts as an inhibitor to β-galactosidase of Escherichia coli providing proof that the furanose form of this sugar was contributory to its efficacy.

InChI:InChI=1/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3-,4+,5-/m1/s1

Upstream product

• 642-99-9 mannonic acid 
• 27934-94-7 D-mannonic acid ethyl ester 
• 32746-79-5 δ-D-mannonolactone 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 102355-63-5 5,6-O-isopropylidene-D-mannono-1,4-lactone 
• 74-88-4 methyl iodide 
• 10035-10-6 hydrogen bromide 
• 51224-21-6 2,3,4,6-tetra-O-methyl-D-mannono-1,5-lactone 
• 10034-85-2 hydrogen iodide 
• 7732-18-5 water 
• 14694-95-2 Wilkinson's catalyst 
• 6347-01-9 fructopyranose 
• 19242-59-2 D-galactose N,N'-diphenylformazan 
• 608-66-2 D-galactitol 

Downstream Products

• 89950-76-5 2,5,6-tri-O-benzoyl-D-mannono-1,4-lactone 
• 3458-28-4 D-Mannose 
• 50-99-7 galactose 
• 526-95-4 gluconic acid 
• 133-42-6 gluconic acid 
• 22076-54-6 D-mannaric acid 
• 1426415-12-4 (3S,4R,6S)-3,4-O-isopropylidene-6-(tosyloxymethyl)tetrahydro-2H-pyran-3,4-diol 
• 1426415-10-2 (3S,4R,6S)-3,4-O-isopropylidene-6-(3,5-dinitrobenzoyloxymethyl)tetrahydro-2H-pyran-3,4-diol 
• 121570-26-1 1-(3-chlorophenyl)-3-(1,2,3-tri-O-acetyl-L-threo-glycerol-1-yl)-4,5-pyrazoledione 4-(3-chlorophenylhydrazone) 
• 89912-70-9 5-O-acetyl-3,6-anhydro-3-C-(3-chlorophenylazo)-L-xylo-2-hexulosono-1,4-lactone 2-(3-chlorophenylhydrazone) 
• 89912-64-1 L-threo-2,3-hexodiulosono-1,4-lactone 2,3-bis(3-chlorophenylhydrazone) 
• 89912-69-6 3,6-anhydro-3-C-(3-chlorophenylazo)-L-xylo-2-hexulosono-1,4-lactone 2-(3-chlorophenylhydrazone) 
• 89912-66-3 1-(3-chlorophenyl)-3-(L-threo-glycerol-1-yl)-4,5-pyrazoledione 4-(3-chlorophenylhydrazone) 
• 89912-65-2 4-(2-acetoxyethylidene)-4-hydroxy-2,3-dioxobutano-1,4-lactone 2-(3-chlorophenylhydrazone) 

Relevant articles and documents

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Facile syntheses of 1-deoxynojirimycin (DNJ) and 1-deoxymannojirimycin (DMJ)

1-Deoxynojirimycin (DNJ) and 1-deoxymannojirimycin (DMJ) were synthesized through a concise and practicable pathway. A strategy of using carbohydrate derivatives bearing two leaving groups in the preparation of azasugars by di-N-alkylation of amines was developed. The strategy involved the selective partial protection of dibromo alditols.

Syntheses of (3R,4R,5R,6R)-tetrahydroxyazepane (1,6-dideoxy-1,6-imino-D-mannitol) and (3S,4R,5R,6R)-tetrahydroxyazepane (1,6-dideoxy-1,6-imino-D-glucitol)

Syntheses of 1,6-dideoxy-1,6-imino-D-mannitol (D-mannoazepane) (1) and 1,6-dideoxy-1,6-imino-D-glucitol (D-glucoazepane) (3) from D-isoascorbic acid and D-glucono-1,5-lactone, respectively, are described. The key step in both routes involved reductive aminative 1,6-cyclization with retention of configurations to give the corresponding lactams, which were subsequently reduced to afford compounds 1 and 3 in 24 and 28.5%, overall yield, respectively.