Acetic acid (1S,4aS,6aS,12aR,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester

Base Information

Chemical Name:Acetic acid (1S,4aS,6aS,12aR,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester
CAS No.:489413-12-9
Molecular Formula:C₃₀H₃₈O₉
Molecular Weight:542.626
Hs Code.:

Acetic acid (1S,4aS,6aS,12aR,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester

Synonyms:Acetic acid (1S,4aS,6aS,12aR,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester

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Chemical Property of Acetic acid (1S,4aS,6aS,12aR,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester

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Technology Process of Acetic acid (1S,4aS,6aS,12aR,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester

There total 10 articles about Acetic acid (1S,4aS,6aS,12aR,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester 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: 83.0%

: 489413-10-7
Acetic acid (1S,4aS,6aS,12S,12aS,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12,12a-trihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester

: 489413-12-9
Acetic acid (1S,4aS,6aS,12aR,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/S0040-4039(02)02094-4

Reference yield:

: 123286-37-3
(R)-2,4,4-trimethyl-3-vinyl-2-cyclohexene-1-ol

: 489413-12-9
Acetic acid (1S,4aS,6aS,12aR,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1: DCC; DMAP / CH₂Cl₂ / 0 - 20 °C

2: decane / 23 h / Heating

3: 64 percent / m-CPBA / CH₂Cl₂ / 48 h / 0 °C

4: 90 percent / AlCl₃; LAH / tetrahydrofuran / 2 h / -78 - 20 °C

5: 73 percent / 5 mol percent TPAP; NMO; molecular sieves / CH₂Cl₂ / 20 °C

6: 54 percent / L-proline / tetrahydrofuran / 65 °C

7: 92 percent / 5 mol percent TPAP; NMO / CH₂Cl₂ / 3 h

8: 94 percent / NMe₄BH(OAc)3 / acetic acid / 0.5 h / 20 °C

9: 21 percent / CH₂Cl₂ / 20 °C / pH 7

10: 83 percent / Et₃SiH; TFA / CH₂Cl₂ / 4 h / 20 °C

With triethylsilane; dmap; lithium aluminium tetrahydride; aluminium trichloride; N-methyl-2-indolinone; molecular sieve; tetrapropylammonium perruthennate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; L-proline; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; decane; dichloromethane; acetic acid; 2: Diels-Alder cycloaddition / 5: Ley's oxidation / 7: Ley's oxidation;
DOI:10.1016/S0040-4039(02)02094-4

Reference yield:

: But-2-ynoic acid (R)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl ester

: 489413-12-9
Acetic acid (1S,4aS,6aS,12aR,12bR)-9-(3,4-dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-11-oxo-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-7,10-dioxa-benzo[a]anthracen-1-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: decane / 23 h / Heating

2: 64 percent / m-CPBA / CH₂Cl₂ / 48 h / 0 °C

3: 90 percent / AlCl₃; LAH / tetrahydrofuran / 2 h / -78 - 20 °C

4: 73 percent / 5 mol percent TPAP; NMO; molecular sieves / CH₂Cl₂ / 20 °C

5: 54 percent / L-proline / tetrahydrofuran / 65 °C

6: 92 percent / 5 mol percent TPAP; NMO / CH₂Cl₂ / 3 h

7: 94 percent / NMe₄BH(OAc)3 / acetic acid / 0.5 h / 20 °C

8: 21 percent / CH₂Cl₂ / 20 °C / pH 7

9: 83 percent / Et₃SiH; TFA / CH₂Cl₂ / 4 h / 20 °C

With triethylsilane; lithium aluminium tetrahydride; aluminium trichloride; N-methyl-2-indolinone; molecular sieve; tetrapropylammonium perruthennate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; L-proline; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; decane; dichloromethane; acetic acid; 1: Diels-Alder cycloaddition / 4: Ley's oxidation / 6: Ley's oxidation;
DOI:10.1016/S0040-4039(02)02094-4