A₅₂a

Base Information

• Chemical Name: A₅₂a
• CAS No.: 1297308-04-3
• Molecular Formula: C₂₄H₃₁ClO₆
• Molecular Weight: 450.96

Synonyms:A₅₂a

Chemical Property of A₅₂a

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of A₅₂a

There total 23 articles about A₅₂a 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: 76.0%

orsellinoate → A52a (1297308-04-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1002/anie.201705308

Reference yield:

C32H40O4Si → A52a (1297308-04-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: potassium carbonate / acetonitrile / 16 h / 70 °C / Inert atmosphere

2.1: 1,2-bis-(diphenylphosphino)ethane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / tetrahydrofuran / 35 °C / Inert atmosphere; Glovebox

3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; aq. phosphate buffer; tert-butyl alcohol; acetone / pH 7 / Inert atmosphere

4.1: sodium periodate / tetrahydrofuran; water; aq. phosphate buffer / pH 7 / Inert atmosphere

5.1: N,N,N,N,N,N-hexamethylphosphoric triamide / dichloromethane / 3.5 h / pH 7 / Inert atmosphere; Sealed tube; Glovebox

6.1: dimethylsulfide; N-chloro-succinimide / toluene / 1.25 h / -20 - 0 °C / Inert atmosphere

6.2: 0.77 h / 0 - 20 °C / Inert atmosphere

7.1: sodium tris(acetoxy)borohydride; acetic acid / acetonitrile / 0 - 20 °C / Inert atmosphere

8.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 16 h / 45 °C / Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium periodate; N-chloro-succinimide; osmium(VIII) oxide; dimethylsulfide; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; aq. phosphate buffer; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; tert-butyl alcohol; 2.1: |Tsuji-Wilkinson Decarbonylation / 6.1: |Corey-Kim Oxidation;

DOI:10.1002/anie.201705308

Reference yield:

(3aR,7aS)-2,2-dimethyl-6-methylenehexahydro-1H-inden-5(6H)-one → A52a (1297308-04-3)

Guidance literature:

Multi-step reaction with 13 steps

1.1: dibromamine-T / acetonitrile; water / 0.25 h / Inert atmosphere

2.1: dmap; 1H-imidazole / dichloromethane / 12 h / 0 - 23 °C / Inert atmosphere

3.1: lithium carbonate; lithium bromide / N,N-dimethyl-formamide / 14 h / 75 °C / Inert atmosphere

4.1: lithium diisopropyl amide / hexane; diethyl ether / 1.08 h / -40 - 0 °C / Inert atmosphere

4.2: 2 h / -40 - 0 °C / Inert atmosphere

5.1: potassium carbonate / acetonitrile / 16 h / 70 °C / Inert atmosphere

6.1: 1,2-bis-(diphenylphosphino)ethane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / tetrahydrofuran / 35 °C / Inert atmosphere; Glovebox

7.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; aq. phosphate buffer; tert-butyl alcohol; acetone / pH 7 / Inert atmosphere

8.1: sodium periodate / tetrahydrofuran; water; aq. phosphate buffer / pH 7 / Inert atmosphere

9.1: N,N,N,N,N,N-hexamethylphosphoric triamide / dichloromethane / 3.5 h / pH 7 / Inert atmosphere; Sealed tube; Glovebox

10.1: dimethylsulfide; N-chloro-succinimide / toluene / 1.25 h / -20 - 0 °C / Inert atmosphere

10.2: 0.77 h / 0 - 20 °C / Inert atmosphere

11.1: sodium tris(acetoxy)borohydride; acetic acid / acetonitrile / 0 - 20 °C / Inert atmosphere

12.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 16 h / 45 °C / Inert atmosphere

13.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / Inert atmosphere

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium periodate; N-chloro-succinimide; osmium(VIII) oxide; dimethylsulfide; dibromamine-T; tetrabutyl ammonium fluoride; lithium carbonate; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,2-bis-(diphenylphosphino)ethane; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; aq. phosphate buffer; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; tert-butyl alcohol; 6.1: |Tsuji-Wilkinson Decarbonylation / 10.1: |Corey-Kim Oxidation;

DOI:10.1002/anie.201705308

Downstream raw materials:

armillaridin

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