Methyl 3-O-methyl-4,6-O-(phenylmethylene)-alpha-D-galactopyranoside

Base Information

• Chemical Name: Methyl 3-O-methyl-4,6-O-(phenylmethylene)-alpha-D-galactopyranoside
• CAS No.: 59055-56-0
• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.32
• European Community (EC) Number: 611-789-1
• DSSTox Substance ID: DTXSID001176032
• Mol file: 59055-56-0.mol

Synonyms:SCHEMBL7154912;DTXSID001176032;Methyl 3-O-methyl-4,6-O-(phenylmethylene)-alpha-D-galactopyranoside;59055-56-0

Chemical Property of Methyl 3-O-methyl-4,6-O-(phenylmethylene)-alpha-D-galactopyranoside

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 296.12598835
• Heavy Atom Count: 21
• Complexity: 332

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1C(C(OC2C1OC(OC2)C3=CC=CC=C3)OC)O
• Isomeric SMILES: CO[C@@H]1[C@H]([C@H](O[C@H]2[C@@H]1OC(OC2)C3=CC=CC=C3)OC)O

Technology Process of Methyl 3-O-methyl-4,6-O-(phenylmethylene)-alpha-D-galactopyranoside

There total 2 articles about Methyl 3-O-methyl-4,6-O-(phenylmethylene)-alpha-D-galactopyranoside 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:

methyl 2-O-acetyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside (81825-61-8) → methyl 4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside (6748-98-7,13502-45-9,20770-95-0,32976-16-2,35775-68-9,51364-57-9,52260-48-7,59055-56-0,64667-42-1,65877-19-2,70144-57-9,71184-13-9,72346-27-1,72346-28-2,74410-53-0,74560-63-7,75800-51-0,93302-38-6,122291-75-2,129831-94-3,129831-96-5,129893-50-1,148022-11-1)

Guidance literature:

With methanol; sodium methylate; at 40 ℃; for 10h;

DOI:10.1007/BF00581589

Reference yield:

→ methyl 4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside (6748-98-7,13502-45-9,20770-95-0,32976-16-2,35775-68-9,51364-57-9,52260-48-7,59055-56-0,64667-42-1,65877-19-2,70144-57-9,71184-13-9,72346-27-1,72346-28-2,74410-53-0,74560-63-7,75800-51-0,93302-38-6,122291-75-2,129831-94-3,129831-96-5,129893-50-1,148022-11-1)

Guidance literature:

entspr. analogen Methylthiomethylenether 4, Raney-Ni;

DOI:10.1016/S0008-6215(00)84282-2

Reference yield:

methyl 4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside (6748-98-7,13502-45-9,20770-95-0,32976-16-2,35775-68-9,51364-57-9,52260-48-7,59055-56-0,64667-42-1,65877-19-2,70144-57-9,71184-13-9,72346-27-1,72346-28-2,74410-53-0,74560-63-7,75800-51-0,93302-38-6,122291-75-2,129831-94-3,129831-96-5,129893-50-1,148022-11-1) + benzyl bromide (100-39-0) → methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside (81825-63-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1007/BF00581589

upstream raw materials:

methyl 2-O-acetyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside

Downstream raw materials:

methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside