C₄₉H₆₈O₉

Base Information

Chemical Name:C₄₉H₆₈O₉
CAS No.:858346-40-4
Molecular Formula:C₄₉H₆₈O₉
Molecular Weight:801.074
Hs Code.:

C<sub>49</sub>H<sub>68</sub>O<sub>9</sub>

Synonyms:C₄₉H₆₈O₉

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Chemical Property of C₄₉H₆₈O₉

Chemical Property:

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Technology Process of C₄₉H₆₈O₉

There total 29 articles about C₄₉H₆₈O₉ 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:

: 858346-23-3
(2R,4aR,8aR,9aS,10aS)-10a-Methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-one

: 858346-40-4
C₄₉H₆₈O₉

Guidance literature:: Multi-step reaction with 21 steps

1.1: 94 percent / DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

2.1: Zn-Cu; DMA / benzene / 1 h / Heating

2.2: 85 percent / PdCl₂(o-Tol₃P)2 / benzene / 13 h / 40 °C

3.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 20 °C

3.2: aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 20 °C

4.1: 76 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 20 °C

5.1: 56 percent / aq. AcOH / tetrahydrofuran / 3 h / 20 °C

6.1: 90 percent / Bu₃P / dimethylformamide / 2 h / 0 - 20 °C

7.1: NCS / CCl₄; CH₂Cl₂ / 0.5 h / 20 °C

8.1: 146 mg / DTBMP; AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -10 °C

9.1: TBAF / tetrahydrofuran / 3 h / 20 °C

10.1: CSA / CH₂Cl₂ / 1 h / 20 °C

10.2: TMSI; HMDS / CH₂Cl₂ / 1 h / 0 °C

10.3: AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

11.1: 72 percent / Grubbs catalyst / benzene / 13 h / 60 °C

12.1: CSA / CH₂Cl₂; methanol / 2 h / 20 °C

13.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

14.1: H₂; Et₃N / Pd/C / ethyl acetate / 2 h

15.1: 53.4 mg / CSA / CH₂Cl₂; methanol / 2.5 h / 0 °C

16.1: NMO; TPAP; 4 Angstroem molecular sieves / CH₂Cl₂ / 1.5 h / 20 °C

17.1: tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

18.1: 43.0 mg / NMO; TPAP; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

19.1: NaHMDS / tetrahydrofuran / 0.33 h / 0 °C

19.2: tetrahydrofuran / 1 h / 20 °C

20.1: TBAF / tetrahydrofuran / 3 h / 40 °C

21.1: 2.8 mg / KH / tetrahydrofuran / 1 h / 20 °C

With 2,6-dimethylpyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-chloro-succinimide; Grubbs catalyst first generation; N-methyl-2-indolinone; 2,6-di-tert-butyl-4-methylpyridine; tetrapropylammonium perruthennate; tributylphosphine; dimethylsulfide borane complex; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; silver trifluoromethanesulfonate; sodium hexamethyldisilazane; potassium hydride; potassium hexamethylsilazane; 2,4-dichlorophenoxyacetic acid dimethylamine; copper; acetic acid; triethylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja051171c

Reference yield:

: 858346-25-5
(R)-2-Methyl-3-((2R,4aR,8aR,9aS,10aS)-10a-methyl-2-phenyl-4a,5,8a,9,9a,10a-hexahydro-4H-1,3,8,10-tetraoxa-anthracen-7-yl)-propionic acid methyl ester

: 858346-40-4
C₄₉H₆₈O₉

Guidance literature:: Multi-step reaction with 19 steps

1.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 20 °C

1.2: aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 20 °C

2.1: 76 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 20 °C

3.1: 56 percent / aq. AcOH / tetrahydrofuran / 3 h / 20 °C

4.1: 90 percent / Bu₃P / dimethylformamide / 2 h / 0 - 20 °C

5.1: NCS / CCl₄; CH₂Cl₂ / 0.5 h / 20 °C

6.1: 146 mg / DTBMP; AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -10 °C

7.1: TBAF / tetrahydrofuran / 3 h / 20 °C

8.1: CSA / CH₂Cl₂ / 1 h / 20 °C

8.2: TMSI; HMDS / CH₂Cl₂ / 1 h / 0 °C

8.3: AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

9.1: 72 percent / Grubbs catalyst / benzene / 13 h / 60 °C

10.1: CSA / CH₂Cl₂; methanol / 2 h / 20 °C

11.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

12.1: H₂; Et₃N / Pd/C / ethyl acetate / 2 h

13.1: 53.4 mg / CSA / CH₂Cl₂; methanol / 2.5 h / 0 °C

14.1: NMO; TPAP; 4 Angstroem molecular sieves / CH₂Cl₂ / 1.5 h / 20 °C

15.1: tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

16.1: 43.0 mg / NMO; TPAP; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

17.1: NaHMDS / tetrahydrofuran / 0.33 h / 0 °C

17.2: tetrahydrofuran / 1 h / 20 °C

18.1: TBAF / tetrahydrofuran / 3 h / 40 °C

19.1: 2.8 mg / KH / tetrahydrofuran / 1 h / 20 °C

With 2,6-dimethylpyridine; N-chloro-succinimide; Grubbs catalyst first generation; N-methyl-2-indolinone; 2,6-di-tert-butyl-4-methylpyridine; tetrapropylammonium perruthennate; tributylphosphine; dimethylsulfide borane complex; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; silver trifluoromethanesulfonate; sodium hexamethyldisilazane; potassium hydride; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja051171c

Reference yield:

: (2R,4aR,6R,7S,8aR,9aS,10aS)-7-((R)-3-Hydroxy-2-methyl-propyl)-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-ol

: 858346-40-4
C₄₉H₆₈O₉

Guidance literature:: Multi-step reaction with 18 steps

1.1: 76 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 20 °C

2.1: 56 percent / aq. AcOH / tetrahydrofuran / 3 h / 20 °C

3.1: 90 percent / Bu₃P / dimethylformamide / 2 h / 0 - 20 °C

4.1: NCS / CCl₄; CH₂Cl₂ / 0.5 h / 20 °C

5.1: 146 mg / DTBMP; AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -10 °C

6.1: TBAF / tetrahydrofuran / 3 h / 20 °C

7.1: CSA / CH₂Cl₂ / 1 h / 20 °C

7.2: TMSI; HMDS / CH₂Cl₂ / 1 h / 0 °C

7.3: AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

8.1: 72 percent / Grubbs catalyst / benzene / 13 h / 60 °C

9.1: CSA / CH₂Cl₂; methanol / 2 h / 20 °C

10.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

11.1: H₂; Et₃N / Pd/C / ethyl acetate / 2 h

12.1: 53.4 mg / CSA / CH₂Cl₂; methanol / 2.5 h / 0 °C

13.1: NMO; TPAP; 4 Angstroem molecular sieves / CH₂Cl₂ / 1.5 h / 20 °C

14.1: tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

15.1: 43.0 mg / NMO; TPAP; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

16.1: NaHMDS / tetrahydrofuran / 0.33 h / 0 °C

16.2: tetrahydrofuran / 1 h / 20 °C

17.1: TBAF / tetrahydrofuran / 3 h / 40 °C

18.1: 2.8 mg / KH / tetrahydrofuran / 1 h / 20 °C

With 2,6-dimethylpyridine; N-chloro-succinimide; Grubbs catalyst first generation; N-methyl-2-indolinone; 2,6-di-tert-butyl-4-methylpyridine; tetrapropylammonium perruthennate; tributylphosphine; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; silver trifluoromethanesulfonate; sodium hexamethyldisilazane; potassium hydride; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja051171c