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

Base Information

• Chemical Name: 2-Methoxy-6-methyloxane-3,4,5-triol
• CAS No.: 71116-57-9
• Molecular Formula: C₇H₁₄O₅
• Molecular Weight: 178.185
• NSC Number: 287051,274259,274256,51241
• DSSTox Substance ID: DTXSID10932949
• Wikidata: Q82908731
• Mol file: 71116-57-9.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:

• 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:

99% ^*data from raw 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 102 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: 98.0%

methanol (67-56-1) + L-rhamnose (73-34-7) → methyl L-rhamnopyranoside (1128-40-1,1198-82-9,2592-55-4,5155-43-1,6340-52-9,10503-91-0,14009-07-5,14687-15-1,14917-55-6,15814-59-2,24332-98-7,34299-65-5,42214-00-6,42214-11-9,57783-34-3,57783-36-5,57783-38-7,57783-40-1,57783-42-3,58525-46-5,58525-47-6,58525-48-7,62182-01-8,62182-02-9,65310-00-1,65941-62-0,68069-80-7,71116-57-9,72274-54-5,72274-55-6,73036-22-3,83198-64-5,85505-15-3,102517-74-8,109718-80-1,109718-81-2,125280-09-3,129172-95-8,63864-94-8)

Guidance literature:

With Amberlist IR-120(H⁺); for 48h; Heating;

DOI:10.1021/jo010522c

Reference yield: 78.0%

methanol (67-56-1) + L-Rhamnose (3615-41-6,478518-52-4) → methyl L-rhamnopyranoside (1128-40-1,1198-82-9,2592-55-4,5155-43-1,6340-52-9,10503-91-0,14009-07-5,14687-15-1,14917-55-6,15814-59-2,24332-98-7,34299-65-5,42214-00-6,42214-11-9,57783-34-3,57783-36-5,57783-38-7,57783-40-1,57783-42-3,58525-46-5,58525-47-6,58525-48-7,62182-01-8,62182-02-9,65310-00-1,65941-62-0,68069-80-7,71116-57-9,72274-54-5,72274-55-6,73036-22-3,83198-64-5,85505-15-3,102517-74-8,109718-80-1,109718-81-2,125280-09-3,129172-95-8,63864-94-8)

Guidance literature:

With chloro-trimethyl-silane; for 19h; Heating;

DOI:10.1021/jo702307t

upstream raw materials:

methanol

L-Fucose

6-deoxy-L-galactose

methyl-2,3-di-O-acetyl-4-O-benzoyl-6-desoxy-α-D-arabino-hex-5-enopyranoside

Downstream raw materials:

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

methyl 3-O-benzyl-β-L-fucopyranoside

C₂₁H₂₂O₇

methyl 2,3,4-tri-O-(p-bromobenzoyl)-β-L-fucopyranoside