(1S,2R,4aS,6aR,6bR,8aR,10S,12aS,12bR,14aR,14bS)-10-Benzenesulfonyloxy-1,2,6a,6b,9,9,12a-heptamethyl-13,14-dioxo-icosahydro-picene-4a-carboxylic acid

Base Information

• Chemical Name: (1S,2R,4aS,6aR,6bR,8aR,10S,12aS,12bR,14aR,14bS)-10-Benzenesulfonyloxy-1,2,6a,6b,9,9,12a-heptamethyl-13,14-dioxo-icosahydro-picene-4a-carboxylic acid
• CAS No.: 122537-54-6
• Molecular Formula: C₃₆H₅₀O₇S
• Molecular Weight: 626.855
• Mol file: 122537-54-6.mol

Synonyms:

Chemical Property of (1S,2R,4aS,6aR,6bR,8aR,10S,12aS,12bR,14aR,14bS)-10-Benzenesulfonyloxy-1,2,6a,6b,9,9,12a-heptamethyl-13,14-dioxo-icosahydro-picene-4a-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,4aS,6aR,6bR,8aR,10S,12aS,12bR,14aR,14bS)-10-Benzenesulfonyloxy-1,2,6a,6b,9,9,12a-heptamethyl-13,14-dioxo-icosahydro-picene-4a-carboxylic acid

There total 4 articles about (1S,2R,4aS,6aR,6bR,8aR,10S,12aS,12bR,14aR,14bS)-10-Benzenesulfonyloxy-1,2,6a,6b,9,9,12a-heptamethyl-13,14-dioxo-icosahydro-picene-4a-carboxylic acid 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:

methyl 3-acetylursolate (990-89-6) → (1S,2R,4aS,6aR,6bR,8aR,10S,12aS,12bR,14aR,14bS)-10-Benzenesulfonyloxy-1,2,6a,6b,9,9,12a-heptamethyl-13,14-dioxo-icosahydro-picene-4a-carboxylic acid (122537-54-6)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂O₂ / acetic acid

2: 70 mg / aq. SeO₂ / dioxane / 10 h / Heating

3: KOH / methanol / Ambient temperature

4: pyridine / Ambient temperature

With potassium hydroxide; selenium(IV) oxide; dihydrogen peroxide; In 1,4-dioxane; pyridine; methanol; acetic acid;

DOI:10.1016/0031-9422(89)80206-7

Reference yield:

3β-acetoxy-12-oxo-methyl-ursa-28-oate → (1S,2R,4aS,6aR,6bR,8aR,10S,12aS,12bR,14aR,14bS)-10-Benzenesulfonyloxy-1,2,6a,6b,9,9,12a-heptamethyl-13,14-dioxo-icosahydro-picene-4a-carboxylic acid (122537-54-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 mg / aq. SeO₂ / dioxane / 10 h / Heating

2: KOH / methanol / Ambient temperature

3: pyridine / Ambient temperature

With potassium hydroxide; selenium(IV) oxide; In 1,4-dioxane; pyridine; methanol;

DOI:10.1016/0031-9422(89)80206-7

Reference yield:

3β-acetoxy-11,12-dioxo-methyl-ursa-28-oate (122537-53-5) → (1S,2R,4aS,6aR,6bR,8aR,10S,12aS,12bR,14aR,14bS)-10-Benzenesulfonyloxy-1,2,6a,6b,9,9,12a-heptamethyl-13,14-dioxo-icosahydro-picene-4a-carboxylic acid (122537-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / methanol / Ambient temperature

2: pyridine / Ambient temperature

With potassium hydroxide; In pyridine; methanol;

DOI:10.1016/0031-9422(89)80206-7

upstream raw materials:

benzenesulfonyl chloride

11,12-dioxo-3β-hydroxy-ursa-28-oic acid

methyl 3-acetylursolate

3β-acetoxy-11,12-dioxo-methyl-ursa-28-oate

Downstream raw materials:

3β-p-methoxyphenoxy-11,12-dioxo-ursa-28-oic acid