C₃₄H₄₂O₁₄

Base Information

• Chemical Name: C₃₄H₄₂O₁₄
• CAS No.: 911285-62-6
• Molecular Formula: C₃₄H₄₂O₁₄
• Molecular Weight: 674.699
• Mol file: 911285-62-6.mol

Synonyms:

Chemical Property of C₃₄H₄₂O₁₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₄H₄₂O₁₄

There total 1 articles about C₃₄H₄₂O₁₄ 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:

9-O,10-O-diacetyl-5-O-cinnamoyl-taxicine 1,2-carbonate → C34H42O14 (911285-62-6)

Guidance literature:

With osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2006.06.080

Reference yield:

C34H42O14 (911285-62-6) → Benzoic acid (1S,2S,3R,10R,11R,12R,15S)-11,12-diacetoxy-15-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-10,14,17,17-tetramethyl-4-oxo-6-oxa-tricyclo[11.3.1.03,10]heptadec-13-en-2-yl ester (862251-88-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 81 percent / KOAc / methanol / 0.25 h / Heating

2: 91 percent / Et₃N; DMAP / CH₂Cl₂ / 120 h / 20 °C

3: 77 percent / pyridine / 24 h / 20 °C

4: 83 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 0.08 h / 20 °C

5: 90 percent / DIPEA / toluene / 24 h / Heating

6: silver acetate; Br₂ / benzene / 0.08 h / UV-irradiation

7: 135 mg / Bu₃SnH; AIBN / benzene / 0.25 h / UV-irradiation

8: 58 percent / tetrahydrofuran; toluene / 6 h / -80 °C

9: 72 percent / NaBH₄ / methanol / 1 h / 20 °C

10: 93 percent / DMAP; DCC / toluene / 0.5 h / 75 °C

11: 75 percent / p-TsOH / methanol / 0.5 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; bromine; tri-n-butyl-tin hydride; potassium acetate; silver(I) acetate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;

DOI:10.1016/j.tet.2006.06.080

Reference yield:

C34H42O14 (911285-62-6) → Benzoic acid (1R,2S,3S,5S,8R,9R,10R)-8,9-diacetoxy-5-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-3-(1-hydroxy-1-methyl-ethyl)-6,10-dimethyl-16-oxo-14-oxa-tricyclo[8.6.0.03,7]hexadec-6-en-2-yl ester

Guidance literature:

Multi-step reaction with 12 steps

1: 81 percent / KOAc / methanol / 0.25 h / Heating

2: 91 percent / Et₃N; DMAP / CH₂Cl₂ / 120 h / 20 °C

3: 77 percent / pyridine / 24 h / 20 °C

4: 83 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 0.08 h / 20 °C

5: 90 percent / DIPEA / toluene / 24 h / Heating

6: silver acetate; Br₂ / benzene / 0.08 h / UV-irradiation

7: 135 mg / Bu₃SnH; AIBN / benzene / 0.25 h / UV-irradiation

8: 58 percent / tetrahydrofuran; toluene / 6 h / -80 °C

9: 72 percent / NaBH₄ / methanol / 1 h / 20 °C

10: 93 percent / DMAP; DCC / toluene / 0.5 h / 75 °C

11: 75 percent / p-TsOH / methanol / 0.5 h / 20 °C

12: p-TsOH / methanol / 12 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; bromine; tri-n-butyl-tin hydride; potassium acetate; silver(I) acetate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;

DOI:10.1016/j.tet.2006.06.080

Downstream raw materials:

Benzoic acid (1S,2S,3R,10R,11R,12R)-11,12-diacetoxy-1-hydroxy-10,14,17,17-tetramethyl-4,15-dioxo-6-oxa-tricyclo[11.3.1.0^3,10]heptadec-13-en-2-yl ester

Benzoic acid (1S,2S,3R,10R,11R,12R,15S)-11,12-diacetoxy-1,15-dihydroxy-10,14,17,17-tetramethyl-4-oxo-6-oxa-tricyclo[11.3.1.0^3,10]heptadec-13-en-2-yl ester

Benzoic acid (1S,2S,3R,10R,11R,12R,15S)-11,12-diacetoxy-15-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-10,14,17,17-tetramethyl-4-oxo-6-oxa-tricyclo[11.3.1.0^3,10]heptadec-13-en-2-yl ester