C₄₂H₄₅NO₉

Base Information

• Chemical Name: C₄₂H₄₅NO₉
• CAS No.: 776315-98-1
• Molecular Formula: C₄₂H₄₅NO₉
• Molecular Weight: 707.821
• Mol file: 776315-98-1.mol

Synonyms:C₄₂H₄₅NO₉

Chemical Property of C₄₂H₄₅NO₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₂H₄₅NO₉

There total 23 articles about C₄₂H₄₅NO₉ 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:

1-((3aR,8aS)-2,2-Dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-[(2R,4S,5R)-2-(4-methoxy-phenyl)-4-vinyl-[1,3]dioxan-5-yloxy]-ethanone (357439-31-7) → C42H45NO9 (776315-98-1)

Guidance literature:

Multi-step reaction with 23 steps

1.1: nBuLi / tetrahydrofuran; hexane / -78 °C

1.2: 47.4 g / N,N'-dimethylpropyleneurea / tetrahydrofuran / 18 h / -78 - 20 °C

2.1: 21.0 g / pyridinium p-toluenesulfonate / propan-1-ol / 16 h / 20 °C

3.1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

4.1: 70 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 2.5 h / -5 °C

5.1: 1.58 g / (1S)-(+)-10-camphorsulfonic acid; p-anisaldehyde / toluene / 90 °C

6.1: MeLi / diethyl ether / 0.5 h / -78 °C

6.2: 1.31 g / tetrahydrofuran; diethyl ether / 0.75 h / -100 - -90 °C

7.1: Et₃SiH / acetonitrile / 0.67 h / -40 - -20 °C

7.2: 58 percent / tetrabutylammonium fluoride / tetrahydrofuran / 44 h / 20 °C

8.1: 99 percent / Grubbs catalyst / CH₂Cl₂ / 2.5 h / 20 °C

9.1: 97 percent / AlCl₃ / CH₂Cl₂; nitromethane / 0.33 h / 0 °C

10.1: 84 percent / pyridinium p-toluenesulfonate / dimethylformamide; CH₂Cl₂ / 13 h / 20 °C

11.1: 88 percent / NaH; tetrabutylammonium iodide / dimethylformamide; tetrahydrofuran / 0.5 h / 40 °C

12.1: 1.11 g / TsOH*H₂O / methanol; tetrahydrofuran / 27 h / 20 °C

13.1: 1.52 g / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

14.1: 85 percent / (1S)-(+)-10-camphorsulfonic acid / methanol; tetrahydrofuran / 14 h / -15 °C

15.1: 96 percent / molecular sieves 4 Angstroem / pyridine / 24 h / 20 °C

16.1: 94 percent / dimethylsulfoxide / 20 h / 50 °C

17.1: diisobutylaluminum hydride / CH₂Cl₂; hexane / 3 h / -70 °C

17.2: Rochelle salt solution / CH₂Cl₂ / 2 h / 20 °C

18.1: 481 mg / NaN(SiMe₃)2 / tetrahydrofuran / 1 h / 0 °C

19.1: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 18 h / 20 °C

20.1: 92 percent / NaH / tetrahydrofuran; dimethylformamide / 10 h / 20 °C

21.1: 81 percent / HCl / tetrahydrofuran / 23 h / 30 °C

22.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

23.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

23.2: 87.4 mg / tetrahydrofuran; hexane; CH₂Cl₂ / -78 - 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; triethylsilane; n-butyllithium; aluminium trichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; methyllithium; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; 4-methoxy-benzaldehyde; toluene-4-sulfonic acid; (+)-10-camphorsulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Grubbs catalyst first generation; In tetrahydrofuran; pyridine; methanol; propan-1-ol; diethyl ether; nitromethane; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/j.tet.2004.07.010

Reference yield:

3-[4-benzyloxy-3-(4-methoxy-benzyloxy)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-2-yl]-1-(2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-(2-hydroxy-1-hydroxymethyl-but-3-enyloxy)-propan-1-one (776315-70-9) → C42H45NO9 (776315-98-1)

Guidance literature:

Multi-step reaction with 21 steps

1.1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

2.1: 70 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 2.5 h / -5 °C

3.1: 1.58 g / (1S)-(+)-10-camphorsulfonic acid; p-anisaldehyde / toluene / 90 °C

4.1: MeLi / diethyl ether / 0.5 h / -78 °C

4.2: 1.31 g / tetrahydrofuran; diethyl ether / 0.75 h / -100 - -90 °C

5.1: Et₃SiH / acetonitrile / 0.67 h / -40 - -20 °C

5.2: 58 percent / tetrabutylammonium fluoride / tetrahydrofuran / 44 h / 20 °C

6.1: 99 percent / Grubbs catalyst / CH₂Cl₂ / 2.5 h / 20 °C

7.1: 97 percent / AlCl₃ / CH₂Cl₂; nitromethane / 0.33 h / 0 °C

8.1: 84 percent / pyridinium p-toluenesulfonate / dimethylformamide; CH₂Cl₂ / 13 h / 20 °C

9.1: 88 percent / NaH; tetrabutylammonium iodide / dimethylformamide; tetrahydrofuran / 0.5 h / 40 °C

10.1: 1.11 g / TsOH*H₂O / methanol; tetrahydrofuran / 27 h / 20 °C

11.1: 1.52 g / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

12.1: 85 percent / (1S)-(+)-10-camphorsulfonic acid / methanol; tetrahydrofuran / 14 h / -15 °C

13.1: 96 percent / molecular sieves 4 Angstroem / pyridine / 24 h / 20 °C

14.1: 94 percent / dimethylsulfoxide / 20 h / 50 °C

15.1: diisobutylaluminum hydride / CH₂Cl₂; hexane / 3 h / -70 °C

15.2: Rochelle salt solution / CH₂Cl₂ / 2 h / 20 °C

16.1: 481 mg / NaN(SiMe₃)2 / tetrahydrofuran / 1 h / 0 °C

17.1: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 18 h / 20 °C

18.1: 92 percent / NaH / tetrahydrofuran; dimethylformamide / 10 h / 20 °C

19.1: 81 percent / HCl / tetrahydrofuran / 23 h / 30 °C

20.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

21.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

21.2: 87.4 mg / tetrahydrofuran; hexane; CH₂Cl₂ / -78 - 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; triethylsilane; n-butyllithium; aluminium trichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; methyllithium; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; 4-methoxy-benzaldehyde; toluene-4-sulfonic acid; (+)-10-camphorsulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Grubbs catalyst first generation; In tetrahydrofuran; pyridine; methanol; diethyl ether; nitromethane; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/j.tet.2004.07.010

Reference yield:

(3S,4aR,5aS,10aS,11R,11aR)-11-Benzyloxy-3-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyloxy]-4,4a,5a,6,9,10a,11,11a-octahydro-3H-1,5,10-trioxa-cyclohepta[b]naphthalen-2-one (357439-43-1) → C42H45NO9 (776315-98-1)

Guidance literature:

Multi-step reaction with 18 steps

1.1: MeLi / diethyl ether / 0.5 h / -78 °C

1.2: 1.31 g / tetrahydrofuran; diethyl ether / 0.75 h / -100 - -90 °C

2.1: Et₃SiH / acetonitrile / 0.67 h / -40 - -20 °C

2.2: 58 percent / tetrabutylammonium fluoride / tetrahydrofuran / 44 h / 20 °C

3.1: 99 percent / Grubbs catalyst / CH₂Cl₂ / 2.5 h / 20 °C

4.1: 97 percent / AlCl₃ / CH₂Cl₂; nitromethane / 0.33 h / 0 °C

5.1: 84 percent / pyridinium p-toluenesulfonate / dimethylformamide; CH₂Cl₂ / 13 h / 20 °C

6.1: 88 percent / NaH; tetrabutylammonium iodide / dimethylformamide; tetrahydrofuran / 0.5 h / 40 °C

7.1: 1.11 g / TsOH*H₂O / methanol; tetrahydrofuran / 27 h / 20 °C

8.1: 1.52 g / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

9.1: 85 percent / (1S)-(+)-10-camphorsulfonic acid / methanol; tetrahydrofuran / 14 h / -15 °C

10.1: 96 percent / molecular sieves 4 Angstroem / pyridine / 24 h / 20 °C

11.1: 94 percent / dimethylsulfoxide / 20 h / 50 °C

12.1: diisobutylaluminum hydride / CH₂Cl₂; hexane / 3 h / -70 °C

12.2: Rochelle salt solution / CH₂Cl₂ / 2 h / 20 °C

13.1: 481 mg / NaN(SiMe₃)2 / tetrahydrofuran / 1 h / 0 °C

14.1: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 18 h / 20 °C

15.1: 92 percent / NaH / tetrahydrofuran; dimethylformamide / 10 h / 20 °C

16.1: 81 percent / HCl / tetrahydrofuran / 23 h / 30 °C

17.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

18.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

18.2: 87.4 mg / tetrahydrofuran; hexane; CH₂Cl₂ / -78 - 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; triethylsilane; n-butyllithium; aluminium trichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; methyllithium; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; (+)-10-camphorsulfonic acid; triethylamine; Grubbs catalyst first generation; In tetrahydrofuran; pyridine; methanol; diethyl ether; nitromethane; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2004.07.010

upstream raw materials:

C₃₇H₄₄O₉

(S)-4-Benzyl-2-oxazolidinone

1-((3aR,8aS)-2,2-Dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-[(2R,4S,5R)-2-(4-methoxy-phenyl)-4-vinyl-[1,3]dioxan-5-yloxy]-ethanone

C₂₈H₃₂O₇

Downstream raw materials:

C₄₅H₄₉NO₁₀