Dithiobenzoic acid (1R,4R)-7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-ylmethyl ester

Base Information

• Chemical Name: Dithiobenzoic acid (1R,4R)-7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-ylmethyl ester
• CAS No.: 186391-65-1
• Molecular Formula: C₁₇H₂₀S₃
• Molecular Weight: 320.544

Synonyms:Dithiobenzoic acid (1R,4R)-7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-ylmethyl ester

Chemical Property of Dithiobenzoic acid (1R,4R)-7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-ylmethyl ester

Chemical Property:

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Technology Process of Dithiobenzoic acid (1R,4R)-7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-ylmethyl ester

There total 3 articles about Dithiobenzoic acid (1R,4R)-7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-ylmethyl 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: 84.0%

Thiobenzoic acid S-((1S,4R)-7,7-dimethyl-2-oxo-bicyclo[2.2.1]hept-1-ylmethyl) ester (186391-64-0) → Dithiobenzoic acid (1R,4R)-7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-ylmethyl ester (186391-65-1)

Guidance literature:

With Lawessons reagent; In toluene; for 2.5h; Heating;

DOI:10.1016/S0957-4166(96)00463-6

Reference yield:

(1S,4R)-camphor-10-thiol (54984-43-9,77026-99-4) → Dithiobenzoic acid (1R,4R)-7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-ylmethyl ester (186391-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / DMAP / CH₂Cl₂ / 1 h / 0 °C

2: 84 percent / Lawesson's reagent / toluene / 2.5 h / Heating

With Lawessons reagent; dmap; In dichloromethane; toluene;

DOI:10.1016/S0957-4166(96)00463-6

Reference yield:

benzoyl chloride (98-88-4) → Dithiobenzoic acid (1R,4R)-7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-ylmethyl ester (186391-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / DMAP / CH₂Cl₂ / 1 h / 0 °C

2: 84 percent / Lawesson's reagent / toluene / 2.5 h / Heating

With Lawessons reagent; dmap; In dichloromethane; toluene;

DOI:10.1016/S0957-4166(96)00463-6

upstream raw materials:

Thiobenzoic acid S-((1S,4R)-7,7-dimethyl-2-oxo-bicyclo[2.2.1]hept-1-ylmethyl) ester

(1S,4R)-camphor-10-thiol

benzoyl chloride

Downstream raw materials:

(1R,2R,4R)-1-mercaptomethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-thiol

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