2,3,4-Tri-O-methyl-beta-D-xylopyranose

Base Information

• Chemical Name: 2,3,4-Tri-O-methyl-beta-D-xylopyranose
• CAS No.: 54192-87-9
• Molecular Formula: C₈H₁₆O₅
• Molecular Weight: 192.212
• UNII: 6MY7WH0DRE
• DSSTox Substance ID: DTXSID401292464

Synonyms:6MY7WH0DRE;2,3,4-Tri-O-methyl-beta-D-xylopyranose;UNII-6MY7WH0DRE;54192-87-9;2,3,4-Tri-O-methyl-beta-D-xylopyranoside;beta-D-Xylopyranose, 2,3,4-tri-O-methyl-;SCHEMBL15364215;DTXSID401292464;2,3,4-TRI-O-METHYL-.BETA.-D-XYLOPYRANOSE;.BETA.-D-XYLOPYRANOSE, 2,3,4-TRI-O-METHYL-;2,3,4-TRI-O-METHYL-.BETA.-D-XYLOPYRANOSIDE

Chemical Property of 2,3,4-Tri-O-methyl-beta-D-xylopyranose

Chemical Property:

• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 192.09977361
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1COC(C(C1OC)OC)O
• Isomeric SMILES: CO[C@@H]1CO[C@H]([C@@H]([C@H]1OC)OC)O

Technology Process of 2,3,4-Tri-O-methyl-beta-D-xylopyranose

There total 9 articles about 2,3,4-Tri-O-methyl-beta-D-xylopyranose 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:

C64H106O22 (89355-04-4) → 2,3,4-tri-O-methyl-D-xylose (1130-67-2,7434-17-5,14187-52-1,16742-41-9,27963-91-3,54192-87-9,60325-15-7,60687-08-3,90364-49-1) + 2,3,4,6-tetra-O-methyl-D-sorbitol (4207-99-2,20227-21-8,20316-58-9,36725-77-6,87422-26-2) + 3-O-methyl-D-glucopyranose (3370-81-8) + erythrodiol (545-48-2,55869-95-9,118204-21-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 8h; Heating;

DOI:10.1007/BF00576083

Reference yield:

C66H110O23 (90138-32-2) → 2,3,4-tri-O-methyl-D-xylose (1130-67-2,7434-17-5,14187-52-1,16742-41-9,27963-91-3,54192-87-9,60325-15-7,60687-08-3,90364-49-1) + 2,3,4,6-tetra-O-methyl-D-sorbitol (4207-99-2,20227-21-8,20316-58-9,36725-77-6,87422-26-2) + 3-O-methyl-D-glucopyranose (3370-81-8) + erythrodiol (545-48-2,55869-95-9,118204-21-0)

Guidance literature:

With lithium aluminium tetrahydride; sulfuric acid; Multistep reaction. Further byproducts given; 2) methanol;

DOI:10.1007/BF00574792

Reference yield:

salsoloside C permethylate (89837-89-8) → 2,3,4-tri-O-methyl-D-xylose (1130-67-2,7434-17-5,14187-52-1,16742-41-9,27963-91-3,54192-87-9,60325-15-7,60687-08-3,90364-49-1) + 2,3,4,6-tetra-O-methyl-D-sorbitol (4207-99-2,20227-21-8,20316-58-9,36725-77-6,87422-26-2) + 2,3-Di-O-methyl-D-glucopyranose (1133-45-5) + erythrodiol (545-48-2,55869-95-9,118204-21-0)

Guidance literature:

With lithium aluminium tetrahydride; sulfuric acid;

DOI:10.1007/BF00575171

upstream raw materials:

5-Benzo[1,3]dioxol-5-yl-9-((3R,4S,5R)-3,4,5-trimethoxy-tetrahydro-pyran-2-yloxy)-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

C₄₈H₇₈O₁₃

salsoloside C permethylate

C₅₇H₉₄O₁₈

Downstream raw materials:

(2R,3S,4R)-5,5-Bis-benzylsulfanyl-2,3,4-trimethoxy-pentan-1-ol

2,3,4-tri-O-methyl-meso-xylitol

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