(14R)-3β-Acetoxy-7α,9,14-trihydroxykaur-16-en-15-one

Base Information

Chemical Name:(14R)-3β-Acetoxy-7α,9,14-trihydroxykaur-16-en-15-one
CAS No.:73211-10-6
Molecular Formula:C₂₂H₃₂O₆
Molecular Weight:392.492
Hs Code.:

Synonyms:1H-2,10a-Ethanophenanthrene,kaur-16-en-15-one deriv.; NSC 607641; Shikoccidin

Suppliers and Price of (14R)-3β-Acetoxy-7α,9,14-trihydroxykaur-16-en-15-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemicals and raw materials
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Total 6 raw suppliers

Chemical Property of (14R)-3β-Acetoxy-7α,9,14-trihydroxykaur-16-en-15-one

Chemical Property:

Vapor Pressure:2.04E-14mmHg at 25°C
Boiling Point:550.6°C at 760 mmHg
Flash Point:187.8°C
PSA：104.06000
Density:1.28g/cm³
LogP:1.75250

Purity/Quality:: 99% ^*data from raw suppliers

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Pictogram(s):
Hazard Codes:

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Technology Process of (14R)-3β-Acetoxy-7α,9,14-trihydroxykaur-16-en-15-one

There total 12 articles about (14R)-3β-Acetoxy-7α,9,14-trihydroxykaur-16-en-15-one 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: 87.0%

: C₃₁H₄₀O₈S

: 73211-10-6
shikoccidin

Guidance literature:: C₃₁H₄₀O₈S; With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 12h; under 20686.5 Torr;

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 0.5h;
DOI:10.1002/anie.202104410

Reference yield:

: C₁₈H₃₁N₃O₅

: 73211-10-6
shikoccidin

Guidance literature:: Multi-step reaction with 10 steps

1.1: lead(IV) tetraacetate / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 1 h / 80 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: tetrahydrofuran / 4 h / Inert atmosphere; Irradiation

3.2: 0.5 h / 20 °C / Inert atmosphere

4.1: potassium pyrophosphate; 1,1,1,3',3',3'-hexafluoro-propanol; bis-[(trifluoroacetoxy)iodo]benzene / 0.5 h / 0 °C

5.1: LiAlH(Ot-Bu)3 / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

5.2: 0.5 h / 50 °C / Inert atmosphere

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

6.2: 0.5 h / 20 °C / Inert atmosphere

6.3: 0.08 h / 20 °C / Inert atmosphere

7.1: potassium tert-butylate; diisobutylaluminium hydride / tetrahydrofuran; toluene / 1.5 h / 0 °C / Inert atmosphere

7.2: 0.5 h / 20 °C / Inert atmosphere

7.3: 72 h / 0 °C / Irradiation

8.1: triethylamine; triethylsilyl chloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

8.2: Inert atmosphere

9.1: triethylamine / toluene / 0.17 h / 80 °C / Inert atmosphere

9.2: 2 h / 80 °C / Inert atmosphere

10.1: 5%-palladium/activated carbon; hydrogen / methanol / 12 h / 20 °C / 20686.5 Torr

10.2: 0.5 h / 20 °C

With potassium pyrophosphate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); triethylsilyl chloride; 1,1,1,3',3',3'-hexafluoro-propanol; LiAlH(Ot-Bu)3; 5%-palladium/activated carbon; potassium tert-butylate; hydrogen; lead(IV) tetraacetate; diisobutylaluminium hydride; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; toluene;
DOI:10.1002/anie.202104410

Reference yield:

: C₁₇H₂₈O₅

: 73211-10-6
shikoccidin

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium acetate / ethanol; water / 1 h / 20 °C / Inert atmosphere

2.1: lead(IV) tetraacetate / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 1 h / 80 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: tetrahydrofuran / 4 h / Inert atmosphere; Irradiation

4.2: 0.5 h / 20 °C / Inert atmosphere

5.1: potassium pyrophosphate; 1,1,1,3',3',3'-hexafluoro-propanol; bis-[(trifluoroacetoxy)iodo]benzene / 0.5 h / 0 °C

6.1: LiAlH(Ot-Bu)3 / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

6.2: 0.5 h / 50 °C / Inert atmosphere

7.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

7.2: 0.5 h / 20 °C / Inert atmosphere

7.3: 0.08 h / 20 °C / Inert atmosphere

8.1: potassium tert-butylate; diisobutylaluminium hydride / tetrahydrofuran; toluene / 1.5 h / 0 °C / Inert atmosphere

8.2: 0.5 h / 20 °C / Inert atmosphere

8.3: 72 h / 0 °C / Irradiation

9.1: triethylamine; triethylsilyl chloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

9.2: Inert atmosphere

10.1: triethylamine / toluene / 0.17 h / 80 °C / Inert atmosphere

10.2: 2 h / 80 °C / Inert atmosphere

11.1: 5%-palladium/activated carbon; hydrogen / methanol / 12 h / 20 °C / 20686.5 Torr

11.2: 0.5 h / 20 °C

With potassium pyrophosphate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); triethylsilyl chloride; 1,1,1,3',3',3'-hexafluoro-propanol; LiAlH(Ot-Bu)3; 5%-palladium/activated carbon; potassium tert-butylate; hydrogen; sodium acetate; lead(IV) tetraacetate; diisobutylaluminium hydride; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; water; toluene;
DOI:10.1002/anie.202104410