2-Methoxy-6-methyloxane-3,4,5-triol

Base Information

• Chemical Name: 2-Methoxy-6-methyloxane-3,4,5-triol
• CAS No.: 14687-15-1
• Molecular Formula: C7H14 O5
• Molecular Weight: 178.185
• Hs Code.: 29389090
• NSC Number: 287051,274259,274256,51241
• DSSTox Substance ID: DTXSID10932949
• Wikidata: Q82908731
• Mol file: 14687-15-1.mol

Synonyms:2-methoxy-6-methyloxane-3,4,5-triol;71116-57-9;1-O-Methyl-alpha-D-rhamnopyranoside;Methyl 6-deoxyhexopyranoside;Methyl 6-deoxyhexopyranoside #;Methyl-6-deoxy-a-D-Glucopyranoside;methylrhamnopyranoside;Methylbeta-L-Fucopyranoside;Galactopyranoside, .alpha.-L-;SCHEMBL1832193;2-Methyl-l-methylmannopyranoside;DTXSID10932949;Methyl .alpha.-L-rhamnopyranoside;OHWCAVRRXKJCRB-UHFFFAOYSA-N;NSC51241;NSC-51241;NSC274256;NSC274259;NSC287051;AKOS030212712;NSC-274256;NSC-287051;SB44739;SB44974;SB45206;SB45642;SB46702;.alpha.-L-Mannopyranoside, methyl 6-deoxy-;FT-0628854;FT-0628858;FT-0651574;FT-0671788;FT-0672115;FT-0693573;FT-0693574;FT-0695109;FT-0695110

Chemical Property of 2-Methoxy-6-methyloxane-3,4,5-triol

Chemical Property:

• Vapor Pressure: 4.59E-05mmHg at 25°C
• Melting Point: 159 °C
• Refractive Index: -200 ° (C=1, H2O)
• Boiling Point: 312.6°Cat760mmHg
• Flash Point: 142.9°C
• PSA: 79.15000
• Density: 1.32g/cm³
• LogP: -1.53970
• Water Solubility.: Soluble in water
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 178.08412354
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methylalpha-L-fucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC)O)O)O

Technology Process of 2-Methoxy-6-methyloxane-3,4,5-triol

There total 118 articles about 2-Methoxy-6-methyloxane-3,4,5-triol 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: 98.0%

Methyl 2,3,4-tri-O-acetyl-6-deoxy-β-L-galactopyranoside (24332-97-6) → methyl β-L-fucopyranoside (1128-40-1,1198-82-9,2592-55-4,5155-43-1,6340-52-9,10503-91-0,14009-07-5,14687-15-1,14917-55-6,15814-59-2,24332-98-7,34299-65-5,42214-00-6,42214-11-9,57783-34-3,57783-36-5,57783-38-7,57783-40-1,57783-42-3,58525-46-5,58525-47-6,58525-48-7,62182-01-8,62182-02-9,63864-94-8,65310-00-1,65941-62-0,68069-80-7,71116-57-9,72274-54-5,72274-55-6,73036-22-3,83198-64-5,85505-15-3,102517-74-8,109718-80-1,109718-81-2,125280-09-3,129172-95-8)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

Reference yield: 45.0%

9-(2',3'-O-benzylidene-5'-O-[(2'',3'',4''-tri-O-benzyl-α,β-L-fucopyranosyl)oxycarbonylaminosulfonyl]-β-D-ribofuranosyl)-2-N-(phenylacetyl)-guanine → 9-(5'-O-[(α-L-fucopyranosyl)oxycarbonylaminosulfonyl]-β-D-ribofuranosyl)-2-N-(phenylacetyl)-guanine + 9-(5'-O-[(β-L-fucopyranosyl)oxycarbonylaminosulfonyl]-β-D-ribofuranosyl)-2-N-(phenylacetyl)-guanine + methyl β-L-fucopyranoside (1128-40-1,1198-82-9,2592-55-4,5155-43-1,6340-52-9,10503-91-0,14009-07-5,14687-15-1,14917-55-6,15814-59-2,24332-98-7,34299-65-5,42214-00-6,42214-11-9,57783-34-3,57783-36-5,57783-38-7,57783-40-1,57783-42-3,58525-46-5,58525-47-6,58525-48-7,62182-01-8,62182-02-9,63864-94-8,65310-00-1,65941-62-0,68069-80-7,71116-57-9,72274-54-5,72274-55-6,73036-22-3,83198-64-5,85505-15-3,102517-74-8,109718-80-1,109718-81-2,125280-09-3,129172-95-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; water; for 96h; under 2068.65 Torr;

DOI:10.1016/j.carres.2007.11.009

Reference yield: 42.0%

methanol (67-56-1) + L-Fucose (2438-80-4,478518-52-4) → methyl L-fucopyranoside (14687-15-1) + methyl β-L-fucopyranoside (1128-40-1,1198-82-9,2592-55-4,5155-43-1,6340-52-9,10503-91-0,14009-07-5,14687-15-1,14917-55-6,15814-59-2,24332-98-7,34299-65-5,42214-00-6,42214-11-9,57783-34-3,57783-36-5,57783-38-7,57783-40-1,57783-42-3,58525-46-5,58525-47-6,58525-48-7,62182-01-8,62182-02-9,63864-94-8,65310-00-1,65941-62-0,68069-80-7,71116-57-9,72274-54-5,72274-55-6,73036-22-3,83198-64-5,85505-15-3,102517-74-8,109718-80-1,109718-81-2,125280-09-3,129172-95-8)

Guidance literature:

With Dowex-50W X-8H⁺-400; for 12h; Heating;

DOI:10.1021/ol049389b

upstream raw materials:

methanol

L-Fucose

6-deoxy-L-galactose

Methyl 4-O-Benzoyl-6-deoxy-2-O-(2,2-dimethylpropanoyl)-α-L-galactopyranoside

Downstream raw materials:

methyl-(O²-trityl-α-L-fucopyranoside)

L-galacto-2,4,5-Trihydroxy-3-methoxy-hexanal

Methyl 3,4-O-Benzylidene-(R)-6-deoxy-α-L-galactopyranoside

Methyl 3,4-O-Benzylidene-(S)-6-deoxy-α-L-galactopyranoside

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