(4aR,8aS)-4,7-Dioxo-5-vinyl-1,3,4,7,8,8a-hexahydro-2H-naphthalene-4a-carboxylic acid methyl ester

Base Information

• Chemical Name: (4aR,8aS)-4,7-Dioxo-5-vinyl-1,3,4,7,8,8a-hexahydro-2H-naphthalene-4a-carboxylic acid methyl ester
• CAS No.: 130975-21-2
• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.279
• Mol file: 130975-21-2.mol

Synonyms:(4aR,8aS)-4,7-Dioxo-5-vinyl-1,3,4,7,8,8a-hexahydro-2H-naphthalene-4a-carboxylic acid methyl ester

Chemical Property of (4aR,8aS)-4,7-Dioxo-5-vinyl-1,3,4,7,8,8a-hexahydro-2H-naphthalene-4a-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR,8aS)-4,7-Dioxo-5-vinyl-1,3,4,7,8,8a-hexahydro-2H-naphthalene-4a-carboxylic acid methyl ester

There total 1 articles about (4aR,8aS)-4,7-Dioxo-5-vinyl-1,3,4,7,8,8a-hexahydro-2H-naphthalene-4a-carboxylic acid methyl 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: 74.0%

2-Oxo-6-[2-oxo-6-(toluene-4-sulfonyloxy)-hex-3-ynyl]-cyclohexanecarboxylic acid methyl ester (130975-20-1) → 2-Oxo-6-(2-oxo-hex-5-en-3-ynyl)-cyclohexanecarboxylic acid methyl ester (130975-25-6) + (4aR,8aS)-4,7-Dioxo-5-vinyl-1,3,4,7,8,8a-hexahydro-2H-naphthalene-4a-carboxylic acid methyl ester (130975-21-2)

Guidance literature:

With triethylamine; In dichloromethane; at 23 ℃; for 3h;

DOI:10.1139/v90-296

Reference yield:

(4aR,8aS)-4,7-Dioxo-5-vinyl-1,3,4,7,8,8a-hexahydro-2H-naphthalene-4a-carboxylic acid methyl ester (130975-21-2) → methyl 14β-hydroxy-1,7,17-trioxo-5β,8-androstene-10β-oate (130993-62-3,131064-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / acetonitrile / 36 h / 40 °C

2: Cs₂CO₃ / acetonitrile / 48 h / Heating

With caesium carbonate; triethylamine; In acetonitrile;

DOI:10.1139/v90-296

Reference yield:

(4aR,8aS)-4,7-Dioxo-5-vinyl-1,3,4,7,8,8a-hexahydro-2H-naphthalene-4a-carboxylic acid methyl ester (130975-21-2) → methyl 14α-hydroxy-5β,13α,8-androstene-1,7,17-trioxo-10β-oate (130993-62-3,131064-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / acetonitrile / 36 h / 40 °C

2: Cs₂CO₃ / acetonitrile / 48 h / Heating

With caesium carbonate; triethylamine; In acetonitrile;

DOI:10.1139/v90-296

upstream raw materials:

2-Oxo-6-[2-oxo-6-(toluene-4-sulfonyloxy)-hex-3-ynyl]-cyclohexanecarboxylic acid methyl ester

Downstream raw materials:

methyl 14β-hydroxy-1,7,17-trioxo-5β,8-androstene-10β-oate

methyl 14α-hydroxy-5β,13α,8-androstene-1,7,17-trioxo-10β-oate