2,3-Di-O-methyl-beta-D-xylopyranose

Base Information

• Chemical Name: 2,3-Di-O-methyl-beta-D-xylopyranose
• CAS No.: 7434-12-0
• Molecular Formula: C7H14O5
• Molecular Weight: 178.185
• DSSTox Substance ID: DTXSID30552825
• Wikidata: Q82433200
• Mol file: 7434-12-0.mol

Synonyms:7434-12-0;DTXSID30552825;BAPQKKJFHFYDMJ-XZBKPIIZSA-N;2,3-Di-O-methyl-beta-D-xylopyranose

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

Chemical Property:

• Melting Point: 78 °C
• Boiling Point: 311.6±42.0 °C(Predicted)
• PKA: 12.06±0.70(Predicted)
• PSA: 68.15000
• Density: 1.25±0.1 g/cm3(Predicted)
• LogP: -1.27410
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 178.08412354
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(COC(C1OC)O)O
• Isomeric SMILES: CO[C@H]1[C@@H](CO[C@H]([C@@H]1OC)O)O

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

There total 16 articles about 2,3-Di-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: 49.2%

benzyl 4-O-benzyl-2,3-di-O-methyl-β-L-arabinopyranoside (79936-22-4) → 2,3-di-O-methyl-L-arabinose (7434-12-0,13403-29-7,13403-31-1,13403-32-2,16742-42-0,18186-26-0,86117-11-5,86117-12-6,87508-59-6)

Guidance literature:

With hydrogen; dipyridinium dichromate; In ethanol; for 6h;

Reference yield:

cleistanthin E (81417-77-8) → diphyllin (22055-22-7) + β-D-glucose (492-61-5) + O2,O3-dimethyl-β-D-xylopyranose (7434-12-0) + O2,O3,O5-trimethyl-D-lyxose (18463-35-9,20881-15-6,124150-20-5)

Guidance literature:

With hydrogenchloride; Product distribution;

DOI:10.1016/S0040-4020(01)98893-3

Reference yield:

3-O-β-D-glucopyranosyl-(1→4)-α-L-arabinopyranosylhederagenin 28-O-β-D-xylopyranosyl ester + methyl iodide (74-88-4) → 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-glucopyranose (1139-97-5,1139-98-6,1851-12-3,3353-52-4,6163-35-5,14184-49-7,19146-17-9,22248-57-3,34361-56-3,34361-57-4,57793-53-0,7506-68-5) + 2,3-di-O-methyl-L-arabinose (7434-12-0,13403-29-7,13403-31-1,13403-32-2,16742-42-0,18186-26-0,86117-11-5,86117-12-6,87508-59-6) + 23-α-methoxy hederagenin (60213-80-1)

Guidance literature:

3-O-β-D-glucopyranosyl-(1→4)-α-L-arabinopyranosylhederagenin 28-O-β-D-xylopyranosyl ester; methyl iodide; With silver(l) oxide; In N,N-dimethyl-formamide; for 48h; Reflux;

With sulfuric acid; In water;

DOI:10.1080/14786419.2017.1317772

upstream raw materials:

cleistanthin E

C₄₅H₅₈O₂₀

benzyl 4-O-benzyl-2,3-di-O-methyl-β-L-arabinopyranoside

benzyl 4-O-benzyl-2-O-methyl-β-L-arabinopyranoside