Methyl 6-Deoxy-2-O-methyl-3-O-benzyl-α-D-galactopyranoside

Base Information

• Chemical Name: Methyl 6-Deoxy-2-O-methyl-3-O-benzyl-α-D-galactopyranoside
• CAS No.: 110594-91-7
• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.337
• Hs Code.: 2932999099
• Mol file: 110594-91-7.mol

Synonyms:Methyl 6-Deoxy-2-O-methyl-3-O-(phenylmethyl)-α-D-galactopyranoside;Methyl 6-Deoxy-2-O-methyl-3-O-benzyl-α-D-galactopyranoside;Methyl 6-Deoxy-2-O-methyl-3-O-(phenylmethyl)-a-D-galactopyranoside;Methyl 6-Deoxy-2-O-methyl-3-O-benzyl-a-D-galactopyranoside

Chemical Property of Methyl 6-Deoxy-2-O-methyl-3-O-benzyl-α-D-galactopyranoside

Chemical Property:

• PSA: 57.15000
• LogP: 1.33890
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl 3-O-benzyl-6-deoxy-2-O-methyl-a-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 6-Deoxy-2-O-methyl-3-O-benzyl-α-D-galactopyranoside (cas# 110594-91-7) is a compound useful in organic synthesis.

Technology Process of Methyl 6-Deoxy-2-O-methyl-3-O-benzyl-α-D-galactopyranoside

There total 11 articles about Methyl 6-Deoxy-2-O-methyl-3-O-benzyl-α-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 3-O-benzyl-2-O-methyl-α,β-D-galactofuranoside → methyl 3-O-benzyl-6-deoxy-2-O-methyl-α-D-ggalactopyranoside (110594-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 3N aq. H₂SO₄ / dioxane / 4 h / 90 °C

2: 50 mg / amberlite resin / 6 h / Heating

With Amberlite resin; sulfuric acid; In 1,4-dioxane;

Reference yield:

methyl 2-O-methylglucopyraniside (81024-47-7) → methyl 3-O-benzyl-6-deoxy-2-O-methyl-α-D-ggalactopyranoside (110594-91-7)

Guidance literature:

Multi-step reaction with 7 steps

1: toluene-p-sulfonic acid / acetonitrile

2: NaH / tetrahydrofuran

3: aq. acetic acid / Heating

4: pyridine

5: lithium aluminium hydride / tetrahydrofuran / Heating

6: PCC / CH₂Cl₂ / Heating

7: NaBH₄ / methanol

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydride; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

Reference yield:

methyl 3-O-benzyl-2-O-methyl-α-D-glucopyranoside (50705-62-9) → methyl 3-O-benzyl-6-deoxy-2-O-methyl-α-D-ggalactopyranoside (110594-91-7)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine

2: lithium aluminium hydride / tetrahydrofuran / Heating

3: PCC / CH₂Cl₂ / Heating

4: NaBH₄ / methanol

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

methanol

methyl 3-O-benzyl-6-deoxy-2-O-methyl-D-arabino-hexopyranosid-4-ulose

methyl 2-O-methylglucopyraniside

methyl 3-O-benzyl-2-O-methyl-α-D-glucopyranoside

Downstream raw materials:

3-O-benzyl-6-deoxy-2-O-methyl-D-galactose diethyldithioacetal

Refernces

• 1、 Rao, A. V. Rama,Dhar, T. G. Murali,Gujar, M. K.,Yadav, J. S.. "Aureolic Acid Group of Antibiotics: A Stereospecific Synthesis of Side Chain of Aglycone". . p. 999 - 1000. Retrieved 2007/10/02.