Benzoic acid (3aS,5R,6R,9aR,9bS)-6-hydroxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-yl ester

Base Information

• Chemical Name: Benzoic acid (3aS,5R,6R,9aR,9bS)-6-hydroxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-yl ester
• CAS No.: 79498-92-3
• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.445

Synonyms:Benzoic acid (3aS,5R,6R,9aR,9bS)-6-hydroxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-yl ester

Chemical Property of Benzoic acid (3aS,5R,6R,9aR,9bS)-6-hydroxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of Benzoic acid (3aS,5R,6R,9aR,9bS)-6-hydroxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-yl ester

There total 1 articles about Benzoic acid (3aS,5R,6R,9aR,9bS)-6-hydroxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-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: 80.0%

Benzoic acid (3aS,5R,6R,9aR,9bS)-6-acetoxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-yl ester (79236-07-0) → Benzoic acid (3aS,5R,6R,9aR,9bS)-6-hydroxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-yl ester (79498-92-3)

Guidance literature:

With sulfuric acid; In acetone; for 1h; Heating;

DOI:10.1016/S0040-4020(01)97951-7

Reference yield:

Benzoic acid (3aS,5R,6R,9aR,9bS)-6-hydroxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-yl ester (79498-92-3) → (3aS,5R,6R,9aR,9bS)-5-Benzoyloxy-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-6-carboxylic acid methyl ester (79498-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: oxidation

2: 82 percent / methanol

In methanol;

DOI:10.1016/S0040-4020(01)97951-7

Reference yield:

Benzoic acid (3aS,5R,6R,9aR,9bS)-6-hydroxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-yl ester (79498-92-3) → (3aS,5R,6R,9aR,9bS)-5-Benzoyloxy-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-6-carboxylic acid (79498-93-4)

Guidance literature:

oxidation;

DOI:10.1016/S0040-4020(01)97951-7

upstream raw materials:

Benzoic acid (3aS,5R,6R,9aR,9bS)-6-acetoxymethyl-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-5-yl ester

Downstream raw materials:

(3aS,5R,6R,9aR,9bS)-5-Benzoyloxy-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-6-carboxylic acid

(3aS,5R,6R,9aR,9bS)-5-Benzoyloxy-6,9a-dimethyl-3,9-dioxo-dodecahydro-naphtho[1,2-c]furan-6-carboxylic acid methyl ester

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