C₄₃H₆₀O₅

Base Information

• Chemical Name: C₄₃H₆₀O₅
• CAS No.: 1578266-69-9
• Molecular Formula: C₄₃H₆₀O₅
• Molecular Weight: 656.946
• Mol file: 1578266-69-9.mol

Synonyms:C₄₃H₆₀O₅

Chemical Property of C₄₃H₆₀O₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₃H₆₀O₅

There total 13 articles about C₄₃H₆₀O₅ 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: 85.0%

C49H70O6 → C43H60O5 (1578266-69-9)

Guidance literature:

With mercuric triflate; acetic acid; In water; acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm401799j

Reference yield:

HYDROCORTISONE (50-23-7) → C43H60O5 (1578266-69-9)

Guidance literature:

Multi-step reaction with 13 steps

1.1: hydrogenchloride / water / 4 h / 20 °C / Inert atmosphere

1.2: 4 h / 20 °C / Inert atmosphere

2.1: ammonia; lithium / tetrahydrofuran; tert-butyl alcohol / 3 h / -33 °C / Inert atmosphere

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 4.5 h / 0 °C / Inert atmosphere; Reflux

5.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C / Inert atmosphere; Reflux

5.2: 36 h / Inert atmosphere; Reflux

6.1: hydrogen fluoride / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

7.1: p-toluenesulfonic acid monohydrate / toluene / 24 h / 20 °C / Inert atmosphere

8.1: potassium acetate / toluene; dimethyl sulfoxide / 6 h / 120 °C / Inert atmosphere

9.1: ethylmagnesium bromide / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere; Cooling with ice

9.2: silica gel supported NaIO₄ / 20 °C / Inert atmosphere

10.1: N-bromoacetamide / acetone; water; tetrahydrofuran / 6 h / 20 °C / Darkness

11.1: tri-n-butyl-tin hydride; triethyl borane / dichloromethane; hexane / 0.75 h / 20 °C / Inert atmosphere

12.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

12.2: 6 h / -78 °C / Inert atmosphere

13.1: mercuric triflate; acetic acid / water; acetonitrile / 20 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; triethyl borane; di-isopropyl azodicarboxylate; hydrogen fluoride; ethylmagnesium bromide; p-toluenesulfonic acid monohydrate; ammonia; tri-n-butyl-tin hydride; potassium acetate; lithium; mercuric triflate; sodium hydride; acetic acid; triphenylphosphine; N-bromoacetamide; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; acetone; toluene; acetonitrile; mineral oil; tert-butyl alcohol;

DOI:10.1021/jm401799j

Reference yield:

(3S,5S,8S,9S,10S,11S,13S,14S)-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]-dioxolane-5′,4″-[1,3]dioxolane]-3,11-diol (116105-55-6) → C43H60O5 (1578266-69-9)

Guidance literature:

Multi-step reaction with 11 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4.5 h / 0 °C / Inert atmosphere; Reflux

3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C / Inert atmosphere; Reflux

3.2: 36 h / Inert atmosphere; Reflux

4.1: hydrogen fluoride / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

5.1: p-toluenesulfonic acid monohydrate / toluene / 24 h / 20 °C / Inert atmosphere

6.1: potassium acetate / toluene; dimethyl sulfoxide / 6 h / 120 °C / Inert atmosphere

7.1: ethylmagnesium bromide / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere; Cooling with ice

7.2: silica gel supported NaIO₄ / 20 °C / Inert atmosphere

8.1: N-bromoacetamide / acetone; water; tetrahydrofuran / 6 h / 20 °C / Darkness

9.1: tri-n-butyl-tin hydride; triethyl borane / dichloromethane; hexane / 0.75 h / 20 °C / Inert atmosphere

10.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

10.2: 6 h / -78 °C / Inert atmosphere

11.1: mercuric triflate; acetic acid / water; acetonitrile / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; triethyl borane; di-isopropyl azodicarboxylate; hydrogen fluoride; ethylmagnesium bromide; p-toluenesulfonic acid monohydrate; tri-n-butyl-tin hydride; potassium acetate; mercuric triflate; sodium hydride; acetic acid; triphenylphosphine; N-bromoacetamide; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; acetone; toluene; acetonitrile; mineral oil;

DOI:10.1021/jm401799j

upstream raw materials:

HYDROCORTISONE

(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]-dioxolan]-3(2H)-one

(3S,5S,8S,9S,10S,11S,13S,14S)-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]-dioxolane-5′,4″-[1,3]dioxolane]-3,11-diol

(3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-yl benzoate