20-Dihydro-20-O-phenyl desmycosin

Base Information

• Chemical Name: 20-Dihydro-20-O-phenyl desmycosin
• CAS No.: 91661-60-8
• Molecular Formula: C45H71NO14
• Molecular Weight: 850.0435
• Mol file: 91661-60-8.mol

Synonyms:20-Dihydro-20-O-phenyl desmycosin;91661-60-8;4A-O-de(2,6-dideoxy-3-C-methyl-alpha-L-ribo-hexopyranosyl)-20-deoxo-20-phenoxy-tylosin;4A-O-de(2,6-dideoxy-3-C-methyl-.alpha.-L-ribo-hexopyranosyl)-20-deoxo-20-phenoxy-tylosin;(4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4S,5R,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-16-ethyl-4-hydroxy-15-[[(3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]-5,9,13-trimethyl-7-(2-phenoxyethyl)-1-oxacyclohexadeca-11,13-diene-2,10-dione

Chemical Property of 20-Dihydro-20-O-phenyl desmycosin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 937.3°C at 760 mmHg
• Flash Point: 520.6°C
• Density: 1.21g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 13
• Exact Mass: 849.48745594
• Heavy Atom Count: 60
• Complexity: 1370

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(C=C(C=CC(=O)C(CC(C(C(C(CC(=O)O1)O)C)OC2C(C(C(C(O2)C)O)N(C)C)O)CCOC3=CC=CC=C3)C)C)COC4C(C(C(C(O4)C)O)OC)OC
• Isomeric SMILES: CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)C)O)N(C)C)O)CCOC3=CC=CC=C3)C)\C)COC4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)OC)OC

Technology Process of 20-Dihydro-20-O-phenyl desmycosin

There total 3 articles about 20-Dihydro-20-O-phenyl desmycosin 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: 99.0%

20-dihydro-20-O-phenyltylosin (91661-59-5) → 20-dihydro-20-O-phenyldesmycosin (91661-60-8)

Guidance literature:

With sulfuric acid; for 2h; Ambient temperature;

DOI:10.1021/jm00403a025

Reference yield:

tylosin (1401-69-0) → 20-dihydro-20-O-phenyldesmycosin (91661-60-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / sodium borohydride / propan-2-ol; H₂O / 0.5 h

2: 52 percent / triphenylphosphine, diethyl azodicarboxylate / toluene; CH₂Cl₂; tetrahydrofuran / 0.5 h / Ambient temperature

3: 99 percent / aq. H₂SO₄ / 2 h / Ambient temperature

With sodium tetrahydroborate; sulfuric acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; isopropyl alcohol; toluene;

DOI:10.1021/jm00403a025

Reference yield:

20-dihydrotylosin (1404-48-4) → 20-dihydro-20-O-phenyldesmycosin (91661-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / triphenylphosphine, diethyl azodicarboxylate / toluene; CH₂Cl₂; tetrahydrofuran / 0.5 h / Ambient temperature

2: 99 percent / aq. H₂SO₄ / 2 h / Ambient temperature

With sulfuric acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jm00403a025

upstream raw materials:

20-dihydro-20-O-phenyltylosin

tylosin

20-dihydrotylosin

Refernces