C₄₃H₄₅F₅O₁₇S

Base Information

• Chemical Name: C₄₃H₄₅F₅O₁₇S
• CAS No.: 889451-98-3
• Molecular Formula: C₄₃H₄₅F₅O₁₇S
• Molecular Weight: 960.878
• Mol file: 889451-98-3.mol

Synonyms:C₄₃H₄₅F₅O₁₇S

Chemical Property of C₄₃H₄₅F₅O₁₇S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₃H₄₅F₅O₁₇S

There total 10 articles about C₄₃H₄₅F₅O₁₇S 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: 64.0%

C36H46O16 (886752-05-2) + pentafluorophenoxythiocarbonyl chloride (135192-53-9) → C43H45F5O17S (889451-98-3)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; at -5 - 5 ℃;

DOI:10.1016/j.tetlet.2006.02.089

Reference yield:

ouabain (630-60-4) → C43H45F5O17S (889451-98-3)

Guidance literature:

Multi-step reaction with 11 steps

1: 91 percent / TsOH / tetrahydrofuran / 16 h / 23 °C

2: 75 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 23 °C

3: 93 percent / Et₃N; 4-dimethylaminopyridine / 0.5 h / 23 °C

4: 76 percent / Ac₂O / 24 h / 23 °C

5: Burgess's reagent / tetrahydrofuran / 1 h / 23 °C

6: HgCl₂; NaHCO₃ / H₂O; acetonitrile / 1 h / 23 °C

7: TFA; water / 1 h / 23 °C

8: thiourea; NaHCO₃ / ethanol / 16 h / 23 °C

9: m-CPBA; NaHCO₃ / CH₂Cl₂

10: 93 percent / pyridine / CH₂Cl₂ / 0 °C

11: 64 percent / 4-dimethylaminopyridine / dimethylformamide / -5 - 5 °C

With pyridine; dmap; Burgess Reagent; water; acetic anhydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; thiourea; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; mercury dichloride; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tetlet.2006.02.089

Reference yield:

acetic acid 4,5-diacetoxy-6-methyl-2-[1,11,14-trihydroxy-10-hydroxymethyl-13-methyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran-3-yl ester → C43H45F5O17S (889451-98-3)

Guidance literature:

Multi-step reaction with 3 steps

1: m-CPBA; NaHCO₃ / CH₂Cl₂

2: 93 percent / pyridine / CH₂Cl₂ / 0 °C

3: 64 percent / 4-dimethylaminopyridine / dimethylformamide / -5 - 5 °C

With pyridine; dmap; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2006.02.089

upstream raw materials:

C₃₆H₄₆O₁₆

pentafluorophenoxythiocarbonyl chloride

ouabain

acetic acid 4,5-diacetoxy-6-methyl-2-[1,11,14-trihydroxy-10-hydroxymethyl-13-methyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-20-oxa-cyclopropa[5,6]cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran-3-yl ester

Refernces