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

Base Information

• Chemical Name: methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-6-oxo-α-D-galactopyranoside
• CAS No.: 81196-17-0
• Molecular Formula: C₂₃H₂₈O₅
• Molecular Weight: 384.472
• Mol file: 81196-17-0.mol

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

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

There total 14 articles about methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-6-oxo-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: 98.0%

methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-α-D-galactopyranoside (81196-15-8) → methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-6-oxo-α-D-galactopyranoside (81196-17-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃;

DOI:10.1007/BF00958404

Reference yield: 98.0%

methyl 2-desoxy-2,4-di-C-methyl-3,4-di-O-benzyl-α-D-galactopyranoside (81196-15-8) → (3R,4R,5R,6S)-3,4-Bis-benzyloxy-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-carbaldehyde (81076-85-9,81076-86-0,81196-17-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide;

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

Reference yield:

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose (33208-47-8) → (3R,4R,5R,6S)-3,4-Bis-benzyloxy-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-carbaldehyde (81076-85-9,81076-86-0,81196-17-0)

Guidance literature:

Multi-step reaction with 8 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

7: 3percent HCl / methanol / 20 °C

8: 98 percent / DMSO, (COCl)2

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

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

upstream raw materials:

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

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose

1,6-anhydro-2-desoxy-2-C-methyl-3-O-acetyl-β-D-xylopyranosyl-4-ulose

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

Downstream raw materials:

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