Methyl alpha-d-mannofuranoside

Base Information

• Chemical Name: Methyl alpha-d-mannofuranoside
• CAS No.: 4097-91-0
• Molecular Formula: C7H14 O6
• Molecular Weight: 194.185
• Hs Code.: 2932190090
• Nikkaji Number: J1.987.988G
• Mol file: 4097-91-0.mol

Synonyms:4097-91-0;Methyl a-D-mannofuranoside;methyl alpha-d-mannofuranoside;(2R,3R,4S,5S)-2-[(1R)-1,2-DIHYDROXYETHYL]-5-METHOXYOXOLANE-3,4-DIOL

Chemical Property of Methyl alpha-d-mannofuranoside

Chemical Property:

• PSA: 99.38000
• LogP: -2.56730
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 194.07903816
• Heavy Atom Count: 13
• Complexity: 163

Purity/Quality:

Methyl a-D-mannofuranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(C(O1)C(CO)O)O)O
• Isomeric SMILES: CO[C@@H]1[C@H]([C@H]([C@H](O1)[C@@H](CO)O)O)O

Technology Process of Methyl alpha-d-mannofuranoside

There total 7 articles about Methyl alpha-d-mannofuranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

methanol (67-56-1) + D-Mannose-dibenzyldithioacetal (7404-42-4) → methyl D-glucopyranoside (97-30-3,617-04-9,709-50-2,1824-94-8,2152-78-5,3396-99-4,6819-48-3,18469-06-2,20550-04-3,22277-65-2,29411-57-2,35437-40-2,35437-43-5,36191-11-4,36191-12-5,39598-79-3,39598-80-6,39598-89-5,51023-63-3,51223-62-2,51224-38-5,51224-39-6,51224-40-9,51224-41-0,51819-81-9,51819-82-0,51819-83-1,56688-81-4,62279-53-2,64281-79-4,64281-80-7,64912-19-2,66101-73-3,78184-90-4,84368-39-8,84368-40-1,84368-41-2,92142-37-5,93302-26-2,103421-28-9,115794-08-6,3149-68-6) + methyl α-D-mannofuranoside (4097-91-0)

Guidance literature:

With iodine; for 24h; Ambient temperature;

DOI:10.1016/S0040-4039(00)83890-3

Reference yield: 75.0%

methanol (67-56-1) + D-glucose (50-99-7) → methyl-D-glucofuranosides (1824-88-0,1824-89-1,1824-93-7,3795-67-3,4097-91-0,26295-70-5,28642-51-5,28642-52-6,50692-28-9,56654-34-3,56654-35-4,56654-39-8,58650-82-1,58650-83-2,59368-13-7,72813-12-8,72813-13-9,72813-14-0,72813-15-1,72813-16-2,72813-17-3,72813-18-4,72813-22-0,84293-45-8,89886-06-6,89886-07-7,89886-08-8,109959-34-4,109959-35-5,138052-46-7)

Guidance literature:

With iron(III) chloride; for 7h; Ambient temperature;

DOI:10.1080/00397919108019762

Reference yield:

methanol (67-56-1) + D-Mannose (530-26-7) → methyl α-D-mannofuranoside (4097-91-0) + Methyl mannoside (22277-65-2) + (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol (617-04-9)

Guidance literature:

With QuadraPure sulfonic acid 450-800 micron beads; at 100 ℃; for 0.0666667h; Temperature; Flow reactor;

DOI:10.1007/s00706-018-2306-8

upstream raw materials:

methanol

D-Mannose-dibenzyldithioacetal

hydrogenchloride

D-Mannose

Downstream raw materials:

methyl-(O⁶-trityl-α-D-mannofuranoside)

1,6-Anhydro-β-D-mannohexofuranose

mannosan

Refernces

• 1、 Bordoni, Andrea,Lima, Carlos,Marino, Karina,de Lederkremer, Rosa M.,Marino, Carla. "Facile synthesis of methyl α- and β-d-[6-3H]galactofuranosides from d-galacturonic acid. Substrates for the detection of galactofuranosidases". . p. 1863 - 1869. Retrieved 2008/12/22.
• 2、 Szarek, Walter A.,Zamojski, Aleksander,Tiwari, Kamal N.,Ison, Edward R.. "A NEW, FACILE METHOD FOR CLEAVAGE OF ACETALS AND DITHIOACETALS IN CARBOHYDRATE DERIVATIVES". . p. 3827 - 3830. Retrieved 2007/10/02.