beta-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-

Base Information

• Chemical Name: beta-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-
• CAS No.: 14897-47-3
• Molecular Formula: C₁₀H₁₈O₆
• Molecular Weight: 234.249
• DSSTox Substance ID: DTXSID201204641
• Nikkaji Number: J2.245.167G
• Mol file: 14897-47-3.mol

Synonyms:14897-47-3;beta-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-;(3aS,4R,6R,7R,7aR)-4-(hydroxymethyl)-6-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-ol;(3aS,4R,6R,7R,7aR)-4-(hydroxymethyl)-6-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyran-7-ol;SCHEMBL7153415;DTXSID201204641;Methyl 3,4-O-(1-methylethylidene)-beta-D-galactopyranoside

Chemical Property of beta-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-

Chemical Property:

• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 234.11033829
• Heavy Atom Count: 16
• Complexity: 256

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(OC2C(OC(C(C2O1)O)OC)CO)C
• Isomeric SMILES: CC1(O[C@H]2[C@H](O[C@H]([C@@H]([C@H]2O1)O)OC)CO)C

Technology Process of beta-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-

There total 2 articles about beta-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)- 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: 85.0%

2,2-dimethoxy-propane (77-76-9) + methyl beta-D-galactopyranoside (1824-94-8) → methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside (104530-15-6) + methyl 4,6-O-isopropylidene-β-D-galacytopyranoside (20688-90-8) + methyl 2,3:4,6-di-O-isopropylidene-β-D-galactopyranoside (118542-52-2) + methyl 3,4-di-O-isopropylidene-β-D-galactopyranoside (14897-47-3)

Guidance literature:

toluene-4-sulfonic acid; Ambient temperature;

DOI:10.1016/S0040-4039(00)84515-3

Reference yield: 16.0%

2,2-dimethoxy-propane (77-76-9) + methyl beta-D-galactopyranoside (1824-94-8) → methyl 4,6-O-isopropylidene-β-D-galacytopyranoside (20688-90-8) + methyl 3,4-di-O-isopropylidene-β-D-galactopyranoside (14897-47-3)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; at 25 ℃; for 14h; Yield given;

Reference yield: 92.0%

diphenyldisulfane (882-33-7) + methyl 3,4-di-O-isopropylidene-β-D-galactopyranoside (14897-47-3) → methyl 3,4-O-isopropylidene-6-S-phenyl-6-thio-β-D-galactopyranoside (402730-81-8)

Guidance literature:

With tributylphosphine; In pyridine; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(01)00959-0

upstream raw materials:

2,2-dimethoxy-propane

methyl beta-D-galactopyranoside

Downstream raw materials:

methyl 2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

methyl 6-O-(4,4'-dimethoxytrityl)-3,4-O-isopropylidene-β-D-galactopyranoside

methyl 6-O-benzyl-β-D-galactopyranoside

methyl 2,6-di-O-benzyl-β-D-galactopyranoside