methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-D-galactopyranoside
• CAS No.: 81196-16-9
• Molecular Formula: C₂₃H₃₀O₅
• Molecular Weight: 386.488
• Mol file: 81196-16-9.mol

Synonyms:methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-D-galactopyranoside

Chemical Property of methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-D-galactopyranoside

There total 8 articles about methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-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: 65.0%

methanol (67-56-1) + 1,6-anhydro-2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-D-galactopyranose (81076-79-1) → methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-D-galactopyranoside (81196-16-9) + methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-α-D-galactopyranoside (81196-15-8)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 2h;

DOI:10.1007/BF00958404

Reference yield:

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose (33208-47-8) → methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-D-galactopyranoside (81196-16-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / diethyl ether / 12 h / Heating

2: 2.) Hydrogen / 5percent Pd/C / 1.) pyridine 2.) methanol

3: 96 percent / DMSO, (COCl)2

4: 98 percent / 1 h / Heating

5: 96 percent / NaH / dimethylformamide

6: 20percent HCl / 4 h / 20 °C

With hydrogenchloride; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; palladium on activated charcoal; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)82944-0

Reference yield:

4-O-benzyl-2-methyl-1,6-anhydro-β-D-glucopyranose (65190-43-4) → methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-D-galactopyranoside (81196-16-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 2.) Hydrogen / 5percent Pd/C / 1.) pyridine 2.) methanol

2: 96 percent / DMSO, (COCl)2

3: 98 percent / 1 h / Heating

4: 96 percent / NaH / dimethylformamide

5: 20percent HCl / 4 h / 20 °C

With hydrogenchloride; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)82944-0

upstream raw materials:

methanol

1,6-anhydro-2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-β-D-galactopyranose

1,6-anhydro-2-desoxy-2,4-di-C-methyl-β-D-galactopyranose

benzyl chloride

Downstream raw materials:

(3R,4R,5R,6S)-3,4-Bis-benzyloxy-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-carbaldehyde

methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-6-oxo-α-D-galactopyranoside

methyl 2-desoxy-2,4-di-C-methyl-3-O-benzyl-5-methoxycarbonyl-Δ^4,5-α-L-threopentapyranoside

methyl 2-desoxy-2,4-di-C-methyl-3-O-benzyl-6-oxo-α-L-threopentapyranoside