L-Ribo-hexopyranose, 2,6-dideoxy-3-C-methyl-

Base Information

• Chemical Name: L-Ribo-hexopyranose, 2,6-dideoxy-3-C-methyl-
• CAS No.: 18423-82-0
• Molecular Formula: C₇H₁₄O₄
• Molecular Weight: 162.186
• UNII: UWW0344513
• Wikidata: Q27291309
• Mol file: 18423-82-0.mol

Synonyms:Mycarose, alpha-L-pyranose-;L-Ribo-hexopyranose, 2,6-dideoxy-3-C-methyl-;UNII-UWW0344513;Mycarose alpha-L-pyranose form [MI];UWW0344513;18423-82-0;alpha-L-Ribo-hexopyranose, 2,6-dideoxy-3-C-methyl-;alpha-L-pyranose-mycarose;.alpha.-L-ribo-Hexopyranose, 2,6-dideoxy-3-C-methyl-;MYCAROSE, .ALPHA.-L-PYRANOSE-;MYCAROSE .ALPHA.-L-PYRANOSE FORM [MI];Q27291309

Chemical Property of L-Ribo-hexopyranose, 2,6-dideoxy-3-C-methyl-

Chemical Property:

• XLogP3: -0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 162.08920892
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C(C(CC(O1)O)(C)O)O
• Isomeric SMILES: C[C@H]1[C@@H]([C@](C[C@@H](O1)O)(C)O)O

Technology Process of L-Ribo-hexopyranose, 2,6-dideoxy-3-C-methyl-

There total 1 articles about L-Ribo-hexopyranose, 2,6-dideoxy-3-C-methyl- 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: 90.0%

tylosin (1401-69-0) → 2,4,6-trideoxy-3-methyl-α,β-L-ribo-hexopyranose (18423-82-0,20108-38-7,26391-83-3,98168-04-8,98168-07-1,98168-10-6,98168-11-7) + tylosin B (11032-98-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/ja00371a044

Reference yield:

L-mycarose (18423-82-0,20108-38-7,26391-83-3,98168-04-8,98168-07-1,98168-10-6,98168-11-7) → tylosin (1401-69-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 2.) CHCl₂COOH / 1.) Py; 2.) MeCN

2: TsCl / acetonitrile; triethylamine / 4 h / 20 °C

3: 17 percent / 1,3-dibromo-5,5-dimethylhydantoin / acetonitrile; toluene / 5 h / -30 - 20 °C

4: 82 percent / 90percent CF₃COOH / 1 h / 5 °C

5: 90 percent / Bu3SnH / α,α'-azobisisobutyronitrile / benzene; toluene / 5 h / 45 °C

6: 22 percent / Hg(CN)2 / nitromethane / 6 h / 40 °C

7: MeOH / 48 h / 40 °C

8: 84 percent / K₂CO₃ / methanol / 2 h / 20 °C

With methanol; dichloro-acetic acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; tri-n-butyl-tin hydride; mercury(II) cyanide; potassium carbonate; p-toluenesulfonyl chloride; trifluoroacetic acid; azobisisobutyronitrile; In methanol; nitromethane; triethylamine; toluene; acetonitrile; benzene;

DOI:10.1016/S0040-4039(00)87619-4

Reference yield:

L-mycarose (18423-82-0,20108-38-7,26391-83-3,98168-04-8,98168-07-1,98168-10-6,98168-11-7) → C63H84BrNO16 (84120-89-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) CHCl₂COOH / 1.) Py; 2.) MeCN

2: TsCl / acetonitrile; triethylamine / 4 h / 20 °C

3: 17 percent / 1,3-dibromo-5,5-dimethylhydantoin / acetonitrile; toluene / 5 h / -30 - 20 °C

With dichloro-acetic acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; p-toluenesulfonyl chloride; In triethylamine; toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)87619-4

upstream raw materials:

tylosin

Downstream raw materials:

TDP-L-mycarose

C₁₇H₂₈N₂O₁₄P₂

C₆₃H₈₄BrNO₁₆

23-demycinosyltylosin