(R)-2,5,12-Trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacene-2-carboxylic acid; compound with (1R,2S)-2-dimethylamino-1-phenyl-propan-1-ol

Base Information

• Chemical Name: (R)-2,5,12-Trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacene-2-carboxylic acid; compound with (1R,2S)-2-dimethylamino-1-phenyl-propan-1-ol
• CAS No.: 96255-83-3
• Molecular Formula: C₁₁H₁₇NO*C₁₉H₁₄O₇
• Molecular Weight: 533.578
• Mol file: 96255-83-3.mol

Synonyms:

Chemical Property of (R)-2,5,12-Trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacene-2-carboxylic acid; compound with (1R,2S)-2-dimethylamino-1-phenyl-propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2,5,12-Trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacene-2-carboxylic acid; compound with (1R,2S)-2-dimethylamino-1-phenyl-propan-1-ol

There total 3 articles about (R)-2,5,12-Trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacene-2-carboxylic acid; compound with (1R,2S)-2-dimethylamino-1-phenyl-propan-1-ol 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: 51.0%

(-)-N-methylephedrine (552-79-4) + (+/-)-2,5,12-trihydroxy-6,11-dioxo-1,2,3,4-tetrahydro-2-naphthacenecarboxylic acid (96292-37-4) → (R)-2,5,12-Trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacene-2-carboxylic acid; compound with (1R,2S)-2-dimethylamino-1-phenyl-propan-1-ol (96255-83-3)

Guidance literature:

In ethanol; for 2h; Heating;

DOI:10.1246/cl.1985.57

Reference yield:

5,12-dihydroxy-1,2,3,4-tetrahydro-2,6,11-naphthacenetrione (58977-09-6) → (R)-2,5,12-Trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacene-2-carboxylic acid; compound with (1R,2S)-2-dimethylamino-1-phenyl-propan-1-ol (96255-83-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / AcOH / ethanol; tetrahydrofuran

2: 94 percent / conc. HCl / acetic acid / 10 h / Heating

3: 51 percent / ethanol / 2 h / Heating

With hydrogenchloride; acetic acid; In tetrahydrofuran; ethanol; acetic acid;

DOI:10.1246/cl.1985.57

Reference yield:

(+/-)-2-cyano-2,5,12-trihydroxy-1,2,3,4-tetrahydro-6,11-naphthacenedione (96292-36-3) → (R)-2,5,12-Trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacene-2-carboxylic acid; compound with (1R,2S)-2-dimethylamino-1-phenyl-propan-1-ol (96255-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / conc. HCl / acetic acid / 10 h / Heating

2: 51 percent / ethanol / 2 h / Heating

With hydrogenchloride; In ethanol; acetic acid;

DOI:10.1246/cl.1985.57

upstream raw materials:

(-)-N-methylephedrine

(+/-)-2,5,12-trihydroxy-6,11-dioxo-1,2,3,4-tetrahydro-2-naphthacenecarboxylic acid

5,12-dihydroxy-1,2,3,4-tetrahydro-2,6,11-naphthacenetrione

(+/-)-2-cyano-2,5,12-trihydroxy-1,2,3,4-tetrahydro-6,11-naphthacenedione