(4aR,5aS,11aS,12aS)-7-Methoxy-5a-phenylsulfanyl-2-trimethylsilanyloxy-4,4a,5a,11a,12,12a-hexahydro-1H-naphthacene-5,6,11-trione

Base Information

• Chemical Name: (4aR,5aS,11aS,12aS)-7-Methoxy-5a-phenylsulfanyl-2-trimethylsilanyloxy-4,4a,5a,11a,12,12a-hexahydro-1H-naphthacene-5,6,11-trione
• CAS No.: 122630-09-5
• Molecular Formula: C₂₈H₃₀O₅SSi
• Molecular Weight: 506.695
• Mol file: 122630-09-5.mol

Synonyms:

Chemical Property of (4aR,5aS,11aS,12aS)-7-Methoxy-5a-phenylsulfanyl-2-trimethylsilanyloxy-4,4a,5a,11a,12,12a-hexahydro-1H-naphthacene-5,6,11-trione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR,5aS,11aS,12aS)-7-Methoxy-5a-phenylsulfanyl-2-trimethylsilanyloxy-4,4a,5a,11a,12,12a-hexahydro-1H-naphthacene-5,6,11-trione

There total 3 articles about (4aR,5aS,11aS,12aS)-7-Methoxy-5a-phenylsulfanyl-2-trimethylsilanyloxy-4,4a,5a,11a,12,12a-hexahydro-1H-naphthacene-5,6,11-trione 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:

2-trimethylsilyloxy-1,3-butadiene (38053-91-7) + (4aR,9aR)-8-Methoxy-9a-phenylsulfanyl-4a,9a-dihydro-4H-anthracene-1,9,10-trione (122630-07-3) → (4aR,5aS,11aS,12aS)-7-Methoxy-5a-phenylsulfanyl-2-trimethylsilanyloxy-4,4a,5a,11a,12,12a-hexahydro-1H-naphthacene-5,6,11-trione (122630-09-5)

Guidance literature:

In dichloromethane; at 50 ℃; for 60h; under 11250900 Torr;

DOI:10.1016/S0040-4039(01)80329-4

Reference yield:

(1S,4aS,9aS)-8-Methoxy-9a-phenylsulfanyl-1-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone (122630-05-1) → (4aR,5aS,11aS,12aS)-7-Methoxy-5a-phenylsulfanyl-2-trimethylsilanyloxy-4,4a,5a,11a,12,12a-hexahydro-1H-naphthacene-5,6,11-trione (122630-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Jones reagent / acetone / 0 °C

2: CH₂Cl₂ / 60 h / 50 °C / 11250900 Torr

With jones reagent; In dichloromethane; acetone;

DOI:10.1016/S0040-4039(01)80329-4

Reference yield:

5-methoxy-3-phenylsulfanyl-1,4-naphthoquinone (105245-47-4) → (4aR,5aS,11aS,12aS)-7-Methoxy-5a-phenylsulfanyl-2-trimethylsilanyloxy-4,4a,5a,11a,12,12a-hexahydro-1H-naphthacene-5,6,11-trione (122630-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,2-dichloro-ethane / 168 h / 90 °C

2: Jones reagent / acetone / 0 °C

3: CH₂Cl₂ / 60 h / 50 °C / 11250900 Torr

With jones reagent; In dichloromethane; 1,2-dichloro-ethane; acetone;

DOI:10.1016/S0040-4039(01)80329-4

upstream raw materials:

2-trimethylsilyloxy-1,3-butadiene

(4aR,9aR)-8-Methoxy-9a-phenylsulfanyl-4a,9a-dihydro-4H-anthracene-1,9,10-trione

(1S,4aS,9aS)-8-Methoxy-9a-phenylsulfanyl-1-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone

5-methoxy-3-phenylsulfanyl-1,4-naphthoquinone

Downstream raw materials:

(4aR,5aS,11aS,12aS)-7-Methoxy-5a-phenylsulfanyl-4,4a,5a,11a,12,12a-hexahydro-1H,3H-naphthacene-2,5,6,11-tetraone