C₃₀H₄₃NO₄Si

Base Information

• Chemical Name: C₃₀H₄₃NO₄Si
• CAS No.: 1438408-14-0
• Molecular Formula: C₃₀H₄₃NO₄Si
• Molecular Weight: 509.761
• Mol file: 1438408-14-0.mol

Synonyms:C₃₀H₄₃NO₄Si

Chemical Property of C₃₀H₄₃NO₄Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₀H₄₃NO₄Si

There total 1 articles about C₃₀H₄₃NO₄Si 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: 73.0%

(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine (95715-87-0) + (3-((tert-butyldiphenylsilyl)oxy)propyl)triphenylphosphonium bromide → C30H43NO4Si (1438408-14-0) + C30H43NO4Si (1438408-15-1)

Guidance literature:

(3-((tert-butyldiphenylsilyl)oxy)propyl)triphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -78 ℃; for 0.75h; Cooling with ice; Inert atmosphere;

(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -40 - 0 ℃; Inert atmosphere;

DOI:10.1039/c3cc42365d

Reference yield:

C30H43NO4Si (1438408-14-0) → kaitocephalin diethylammonium salt (1010808-39-5)

Guidance literature:

Multi-step reaction with 16 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Cooling with ice; Inert atmosphere

2.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 2 h / Cooling with ice; Inert atmosphere

3.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / Cooling with ice; Inert atmosphere

3.2: 8 h / 20 °C / Inert atmosphere

3.3: 3.33 h / 20 °C / Inert atmosphere

4.1: C₁₅H₂₆Cl₂CuN₂O₂; triethylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

5.1: Dess-Martin periodane / dichloromethane / 5 h / Cooling with ice; Inert atmosphere

6.1: dichloromethane / 15 h / 50 °C / Inert atmosphere

7.1: sodium hydrogencarbonate; mercuric triflate / dichloromethane / 10.5 h / -20 °C / Inert atmosphere; Cooling with ice

7.2: 0.5 h / -78 °C / Inert atmosphere

8.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

9.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 10.33 h / -40 - -20 °C / Inert atmosphere

10.1: Trimethyl borate / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

10.2: 3 h / 50 °C / Inert atmosphere

11.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / Cooling with ice; Inert atmosphere

11.2: Inert atmosphere

12.1: hydrogenchloride / methanol / 10 h / 40 °C / Inert atmosphere

12.2: 0.5 h / 0 °C / Inert atmosphere

13.1: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dichloromethane

13.2: 0 - 20 °C / Inert atmosphere

14.1: [bis(acetoxy)iodo]benzene; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl / aq. phosphate buffer; acetonitrile / 8 h / 20 °C / pH 6.8 / Inert atmosphere

14.2: 3 h / 20 °C / pH 2 / Inert atmosphere

15.1: 20 wt.% Pd(OH)2 on activated carbon; hydrogen / chloroform / 2 h / 20 °C

15.2: Dowex? 50WX4 (H⁺)

16.1: COSMOSIL 75C₁₈-OPN / aq. buffer / pH 7

With 1H-imidazole; hydrogenchloride; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; Trimethyl borate; [bis(acetoxy)iodo]benzene; 20 wt.% Pd(OH)2 on activated carbon; C₁₅H₂₆Cl₂CuN₂O₂; tetrabutyl ammonium fluoride; hydrogen; iodine; mercuric triflate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; methanol; aq. phosphate buffer; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 5.1: |Dess-Martin Oxidation / 6.1: |Wittig Olefination;

DOI:10.1039/c3cc42365d

Reference yield:

C30H43NO4Si (1438408-14-0) → (-)-Kaitocephalin (198710-92-8)

Guidance literature:

Multi-step reaction with 15 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Cooling with ice; Inert atmosphere

2.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 2 h / Cooling with ice; Inert atmosphere

3.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / Cooling with ice; Inert atmosphere

3.2: 8 h / 20 °C / Inert atmosphere

3.3: 3.33 h / 20 °C / Inert atmosphere

4.1: C₁₅H₂₆Cl₂CuN₂O₂; triethylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

5.1: Dess-Martin periodane / dichloromethane / 5 h / Cooling with ice; Inert atmosphere

6.1: dichloromethane / 15 h / 50 °C / Inert atmosphere

7.1: sodium hydrogencarbonate; mercuric triflate / dichloromethane / 10.5 h / -20 °C / Inert atmosphere; Cooling with ice

7.2: 0.5 h / -78 °C / Inert atmosphere

8.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

9.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 10.33 h / -40 - -20 °C / Inert atmosphere

10.1: Trimethyl borate / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

10.2: 3 h / 50 °C / Inert atmosphere

11.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / Cooling with ice; Inert atmosphere

11.2: Inert atmosphere

12.1: hydrogenchloride / methanol / 10 h / 40 °C / Inert atmosphere

12.2: 0.5 h / 0 °C / Inert atmosphere

13.1: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dichloromethane

13.2: 0 - 20 °C / Inert atmosphere

14.1: [bis(acetoxy)iodo]benzene; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl / aq. phosphate buffer; acetonitrile / 8 h / 20 °C / pH 6.8 / Inert atmosphere

14.2: 3 h / 20 °C / pH 2 / Inert atmosphere

15.1: 20 wt.% Pd(OH)2 on activated carbon; hydrogen / chloroform / 2 h / 20 °C

15.2: Dowex? 50WX4 (H⁺)

With 1H-imidazole; hydrogenchloride; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; Trimethyl borate; [bis(acetoxy)iodo]benzene; 20 wt.% Pd(OH)2 on activated carbon; C₁₅H₂₆Cl₂CuN₂O₂; tetrabutyl ammonium fluoride; hydrogen; iodine; mercuric triflate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; methanol; aq. phosphate buffer; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 5.1: |Dess-Martin Oxidation / 6.1: |Wittig Olefination;

DOI:10.1039/c3cc42365d

upstream raw materials:

(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

Downstream raw materials:

C₂₉H₄₂N₂O₉

C₂₅H₃₈N₂O₇

C₃₆H₄₆N₂O₉

C₃₆H₄₆N₂O₉