C₂₁H₂₁Cl₆N₇O₉S

Base Information

• Chemical Name: C₂₁H₂₁Cl₆N₇O₉S
• CAS No.: 1061574-09-1
• Molecular Formula: C₂₁H₂₁Cl₆N₇O₉S
• Molecular Weight: 760.223
• Mol file: 1061574-09-1.mol

Synonyms:C₂₁H₂₁Cl₆N₇O₉S

Chemical Property of C₂₁H₂₁Cl₆N₇O₉S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₁H₂₁Cl₆N₇O₉S

There total 10 articles about C₂₁H₂₁Cl₆N₇O₉S 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: 69.0%

benzoyl cyanide (613-90-1) + C14H17Cl6N7O8S (1061574-08-0) → C21H21Cl6N7O9S (1061574-09-1)

Guidance literature:

With dmap; In dichloromethane; acetonitrile; at -78 ℃;

Reference yield:

C28H33Cl3N4O5S2Si (1061574-16-0) → C21H21Cl6N7O9S (1061574-09-1)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 29 h / 37 °C / Inert atmosphere; Sealed tube

2.1: ammonia / methanol / 24 h / 70 °C / Inert atmosphere; Sealed tube

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -20 °C / Inert atmosphere

4.1: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; magnesium oxide / dichloromethane / 2.5 h / 42 °C / Inert atmosphere; Sealed tube

5.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 1.5 h / -78 - 20 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / -78 - 0 °C / Inert atmosphere

7.1: dichloromethane / 0.25 h / -20 °C / Inert atmosphere

7.2: 12 h / Inert atmosphere

8.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran / 12 h / Inert atmosphere

9.1: dmap / dichloromethane; acetonitrile / 1.5 h / -78 °C / Inert atmosphere

With triethylsilane; dmap; osmium(VIII) oxide; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; ammonia; magnesium oxide; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jacs.6b02343

Reference yield:

C9H12N2O4 (1061574-11-5) → C21H21Cl6N7O9S (1061574-09-1)

Guidance literature:

Multi-step reaction with 13 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 14 h / 0 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / -90 °C / Inert atmosphere

3.1: dichloromethane / 0.33 h / 0 - 20 °C / Inert atmosphere

3.2: 1.67 h / -78 - 20 °C / Inert atmosphere

4.1: 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 8 h / Inert atmosphere

4.2: 0.33 h / Inert atmosphere

5.1: 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 29 h / 37 °C / Inert atmosphere; Sealed tube

6.1: ammonia / methanol / 24 h / 70 °C / Inert atmosphere; Sealed tube

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -20 °C / Inert atmosphere

8.1: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; magnesium oxide / dichloromethane / 2.5 h / 42 °C / Inert atmosphere; Sealed tube

9.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 1.5 h / -78 - 20 °C / Inert atmosphere

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / -78 - 0 °C / Inert atmosphere

11.1: dichloromethane / 0.25 h / -20 °C / Inert atmosphere

11.2: 12 h / Inert atmosphere

12.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran / 12 h / Inert atmosphere

13.1: dmap / dichloromethane; acetonitrile / 1.5 h / -78 °C / Inert atmosphere

With 1H-imidazole; triethylsilane; dmap; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; ammonia; magnesium oxide; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 3.1: |Pictet-Spengler Synthesis / 3.2: |Pictet-Spengler Synthesis;

DOI:10.1021/jacs.6b02343

upstream raw materials:

benzoyl cyanide

C₁₄H₁₇Cl₆N₇O₈S

C₉H₁₂N₂O₄

C₂₅H₃₀N₂O₄Si

Downstream raw materials:

C₂₁H₂₁Cl₆N₇O₁₀S