C₄₁H₅₄O₇Si₂

Base Information

• Chemical Name: C₄₁H₅₄O₇Si₂
• CAS No.: 200265-21-0
• Molecular Formula: C₄₁H₅₄O₇Si₂
• Molecular Weight: 715.047

Synonyms:C₄₁H₅₄O₇Si₂

Chemical Property of C₄₁H₅₄O₇Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₁H₅₄O₇Si₂

There total 33 articles about C₄₁H₅₄O₇Si₂ 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:

(S)-5-((R)-1-Benzyloxy-allyl)-dihydro-furan-2-one (116386-71-1) → C41H54O7Si2 (200265-21-0)

Guidance literature:

Multi-step reaction with 34 steps

1.1: LDA / -78 °C

2.1: n-BuLi / tetrahydrofuran / -78 °C

2.2: 98 percent / tetrahydrofuran

3.1: 97 percent / pyridine / CH₂Cl₂ / 0 °C

4.1: 100 percent / NaBH₄ / methanol / 0 °C

5.1: 100 percent / m-chloroperoxybenzoic acid / tetrahydrofuran / 0 °C

6.1: 96 percent / DMAP; pyridine

7.1: 84 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 80 °C

8.1: H₂ / Pd/C / ethyl acetate / 2534.03 Torr

8.2: tetrahydrofuran / Heating

9.1: 98 percent / DMAP; pyridine / 0 °C

10.1: 93 percent / SeO₂; t-BuO₂H / CH₂Cl₂

11.1: 92 percent / MnO₂ / CH₂Cl₂

12.1: 96 percent / CuCN / diethyl ether / -60 °C

13.1: LiBr / tetrahydrofuran / -78 °C

13.2: 33 percent / tetrahydrofuran

14.1: 80 percent / imidazole / CH₂Cl₂

15.1: Cp₂ZrBu₂ / tetrahydrofuran / -78 °C

15.2: 90 percent / AcOH

16.1: 94 percent / NMO / tetrapropylammonium perchlorate / CH₂Cl₂

17.1: 75 percent / tetrahydrofuran / 0 °C

18.1: O₃ / CH₂Cl₂; methanol / -78 °C

18.2: 65 percent / (NH₂)2CS / CH₂Cl₂; methanol / -78 °C

19.1: 99 percent / H₂ / Pd(OH)2/C / ethyl acetate; methanol / 2327.17 Torr

20.1: 97 percent / pyridine / CH₂Cl₂ / 0 °C

21.1: 90 percent / conc. HF / acetonitrile / 0 °C

22.1: pyridine / CH₂Cl₂ / 0 °C

23.1: n-Bu₄NI / acetonitrile

24.1: 92 percent / Rieke Zn / ethanol / Heating

25.1: 61 percent / SeO₂; t-BuO₂H / tetrahydrofuran; hexamethylphosphoric acid triamide / 80 °C

26.1: 88 percent / SOCl₂; propylene oxide / diethyl ether / 0 °C

27.1: 88 percent / AgOBz; 18-crown-6 / acetonitrile

28.1: 73 percent / aq. NaOH / dioxane

29.1: 74 percent / 4-(N,N-dimethylamino)pyridine / toluene

30.1: 46 percent / aq. HClO₄ / methanol

31.1: 48 percent / tetrahydrofuran / -78 °C

32.1: 86 percent / conc. HF / acetonitrile

33.1: 97 percent / pyridine; DMAP / CH₂Cl₂

34.1: 98 percent / DMAP; DABCO / acetonitrile / 110 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; tert.-butylhydroperoxide; dmap; manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; selenium(IV) oxide; thionyl chloride; perchloric acid; N-methyl-2-indolinone; 18-crown-6 ether; dibutylbis(cyclopentadienyl)zirconium; hydrogen fluoride; hydrogen; silver benzoate; tetra-(n-butyl)ammonium iodide; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; methyloxirane; lithium bromide; zinc; lithium diisopropyl amide; palladium dihydroxide; palladium on activated charcoal; tetra-n-propylammonium perchlorate; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; ethyl acetate; toluene; acetonitrile; 1.1: Metallation / 1.2: Methylation / 2.1: Metallation / 2.2: Addition / 3.1: Acetylation / 4.1: Reduction / 5.1: Oxidation / 6.1: Acetylation / 7.1: Cycloaddition / 8.1: Hydrogenation / 8.2: Wittig olefination / 9.1: Acetylation / 10.1: Oxidation / 11.1: Oxidation / 12.1: Addition / 13.1: Addition / 13.2: silylation / 14.1: silylation / 15.1: Cyclization / 15.2: acetolysis / 16.1: Oxidation / 17.1: Grignard reaction / 18.1: ozonolysis / 18.2: Reduction / 19.1: Hydrogenolysis / 20.1: Cyclization;

DOI:10.1021/ja972279y

Reference yield:

(3R,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-dihydro-furan-2-one (116386-72-2) → C41H54O7Si2 (200265-21-0)

Guidance literature:

Multi-step reaction with 33 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

1.2: 98 percent / tetrahydrofuran

2.1: 97 percent / pyridine / CH₂Cl₂ / 0 °C

3.1: 100 percent / NaBH₄ / methanol / 0 °C

4.1: 100 percent / m-chloroperoxybenzoic acid / tetrahydrofuran / 0 °C

5.1: 96 percent / DMAP; pyridine

6.1: 84 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 80 °C

7.1: H₂ / Pd/C / ethyl acetate / 2534.03 Torr

7.2: tetrahydrofuran / Heating

8.1: 98 percent / DMAP; pyridine / 0 °C

9.1: 93 percent / SeO₂; t-BuO₂H / CH₂Cl₂

10.1: 92 percent / MnO₂ / CH₂Cl₂

11.1: 96 percent / CuCN / diethyl ether / -60 °C

12.1: LiBr / tetrahydrofuran / -78 °C

12.2: 33 percent / tetrahydrofuran

13.1: 80 percent / imidazole / CH₂Cl₂

14.1: Cp₂ZrBu₂ / tetrahydrofuran / -78 °C

14.2: 90 percent / AcOH

15.1: 94 percent / NMO / tetrapropylammonium perchlorate / CH₂Cl₂

16.1: 75 percent / tetrahydrofuran / 0 °C

17.1: O₃ / CH₂Cl₂; methanol / -78 °C

17.2: 65 percent / (NH₂)2CS / CH₂Cl₂; methanol / -78 °C

18.1: 99 percent / H₂ / Pd(OH)2/C / ethyl acetate; methanol / 2327.17 Torr

19.1: 97 percent / pyridine / CH₂Cl₂ / 0 °C

20.1: 90 percent / conc. HF / acetonitrile / 0 °C

21.1: pyridine / CH₂Cl₂ / 0 °C

22.1: n-Bu₄NI / acetonitrile

23.1: 92 percent / Rieke Zn / ethanol / Heating

24.1: 61 percent / SeO₂; t-BuO₂H / tetrahydrofuran; hexamethylphosphoric acid triamide / 80 °C

25.1: 88 percent / SOCl₂; propylene oxide / diethyl ether / 0 °C

26.1: 88 percent / AgOBz; 18-crown-6 / acetonitrile

27.1: 73 percent / aq. NaOH / dioxane

28.1: 74 percent / 4-(N,N-dimethylamino)pyridine / toluene

29.1: 46 percent / aq. HClO₄ / methanol

30.1: 48 percent / tetrahydrofuran / -78 °C

31.1: 86 percent / conc. HF / acetonitrile

32.1: 97 percent / pyridine; DMAP / CH₂Cl₂

33.1: 98 percent / DMAP; DABCO / acetonitrile / 110 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; tert.-butylhydroperoxide; dmap; manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; selenium(IV) oxide; thionyl chloride; perchloric acid; N-methyl-2-indolinone; 18-crown-6 ether; dibutylbis(cyclopentadienyl)zirconium; hydrogen fluoride; hydrogen; silver benzoate; tetra-(n-butyl)ammonium iodide; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; methyloxirane; lithium bromide; zinc; palladium dihydroxide; palladium on activated charcoal; tetra-n-propylammonium perchlorate; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; ethyl acetate; toluene; acetonitrile; 1.1: Metallation / 1.2: Addition / 2.1: Acetylation / 3.1: Reduction / 4.1: Oxidation / 5.1: Acetylation / 6.1: Cycloaddition / 7.1: Hydrogenation / 7.2: Wittig olefination / 8.1: Acetylation / 9.1: Oxidation / 10.1: Oxidation / 11.1: Addition / 12.1: Addition / 12.2: silylation / 13.1: silylation / 14.1: Cyclization / 14.2: acetolysis / 15.1: Oxidation / 16.1: Grignard reaction / 17.1: ozonolysis / 17.2: Reduction / 18.1: Hydrogenolysis / 19.1: Cyclization / 20.1: desilylation / 21.1: Esterific;

DOI:10.1021/ja972279y

Reference yield:

(3R,4S)-3-Benzyloxy-7-ethoxy-hept-1-en-6-yn-4-ol → C41H54O7Si2 (200265-21-0)

Guidance literature:

Multi-step reaction with 35 steps

1.1: TsOH / CH₂Cl₂

2.1: LDA / -78 °C

3.1: n-BuLi / tetrahydrofuran / -78 °C

3.2: 98 percent / tetrahydrofuran

4.1: 97 percent / pyridine / CH₂Cl₂ / 0 °C

5.1: 100 percent / NaBH₄ / methanol / 0 °C

6.1: 100 percent / m-chloroperoxybenzoic acid / tetrahydrofuran / 0 °C

7.1: 96 percent / DMAP; pyridine

8.1: 84 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 80 °C

9.1: H₂ / Pd/C / ethyl acetate / 2534.03 Torr

9.2: tetrahydrofuran / Heating

10.1: 98 percent / DMAP; pyridine / 0 °C

11.1: 93 percent / SeO₂; t-BuO₂H / CH₂Cl₂

12.1: 92 percent / MnO₂ / CH₂Cl₂

13.1: 96 percent / CuCN / diethyl ether / -60 °C

14.1: LiBr / tetrahydrofuran / -78 °C

14.2: 33 percent / tetrahydrofuran

15.1: 80 percent / imidazole / CH₂Cl₂

16.1: Cp₂ZrBu₂ / tetrahydrofuran / -78 °C

16.2: 90 percent / AcOH

17.1: 94 percent / NMO / tetrapropylammonium perchlorate / CH₂Cl₂

18.1: 75 percent / tetrahydrofuran / 0 °C

19.1: O₃ / CH₂Cl₂; methanol / -78 °C

19.2: 65 percent / (NH₂)2CS / CH₂Cl₂; methanol / -78 °C

20.1: 99 percent / H₂ / Pd(OH)2/C / ethyl acetate; methanol / 2327.17 Torr

21.1: 97 percent / pyridine / CH₂Cl₂ / 0 °C

22.1: 90 percent / conc. HF / acetonitrile / 0 °C

23.1: pyridine / CH₂Cl₂ / 0 °C

24.1: n-Bu₄NI / acetonitrile

25.1: 92 percent / Rieke Zn / ethanol / Heating

26.1: 61 percent / SeO₂; t-BuO₂H / tetrahydrofuran; hexamethylphosphoric acid triamide / 80 °C

27.1: 88 percent / SOCl₂; propylene oxide / diethyl ether / 0 °C

28.1: 88 percent / AgOBz; 18-crown-6 / acetonitrile

29.1: 73 percent / aq. NaOH / dioxane

30.1: 74 percent / 4-(N,N-dimethylamino)pyridine / toluene

31.1: 46 percent / aq. HClO₄ / methanol

32.1: 48 percent / tetrahydrofuran / -78 °C

33.1: 86 percent / conc. HF / acetonitrile

34.1: 97 percent / pyridine; DMAP / CH₂Cl₂

35.1: 98 percent / DMAP; DABCO / acetonitrile / 110 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; tert.-butylhydroperoxide; dmap; manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; selenium(IV) oxide; thionyl chloride; perchloric acid; N-methyl-2-indolinone; 18-crown-6 ether; dibutylbis(cyclopentadienyl)zirconium; hydrogen fluoride; hydrogen; silver benzoate; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; methyloxirane; lithium bromide; zinc; lithium diisopropyl amide; palladium dihydroxide; palladium on activated charcoal; tetra-n-propylammonium perchlorate; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; ethyl acetate; toluene; acetonitrile; 1.1: Cyclization / 2.1: Metallation / 2.2: Methylation / 3.1: Metallation / 3.2: Addition / 4.1: Acetylation / 5.1: Reduction / 6.1: Oxidation / 7.1: Acetylation / 8.1: Cycloaddition / 9.1: Hydrogenation / 9.2: Wittig olefination / 10.1: Acetylation / 11.1: Oxidation / 12.1: Oxidation / 13.1: Addition / 14.1: Addition / 14.2: silylation / 15.1: silylation / 16.1: Cyclization / 16.2: acetolysis / 17.1: Oxidation / 18.1: Grignard reaction / 19.1: ozonolysis / 19.2: Reduction / 20.1: Hydrogenolysis;

DOI:10.1021/ja972279y

upstream raw materials:

(S)-5-((R)-1-Benzyloxy-allyl)-dihydro-furan-2-one

(3R,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-dihydro-furan-2-one

(2R,4S,5R)-5-Benzyloxy-1-[5-(tert-butyl-dimethyl-silanyloxymethyl)-furan-2-yl]-4-hydroxy-2-methyl-hept-6-en-1-one

Acetic acid (1S,2R)-2-benzyloxy-1-{(R)-3-[5-(tert-butyl-dimethyl-silanyloxymethyl)-furan-2-yl]-2-methyl-3-oxo-propyl}-but-3-enyl ester

Downstream raw materials:

C₃₈H₄₄O₇Si

resiniferinol-9,13,14-ortho-phenylacetate

C₃₅H₃₆O₇

C₃₉H₄₂O₁₀

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