Thioacetic acid S-((1R,1aS,7bS)-1a-methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalen-7b-yl) ester

Base Information

• Chemical Name: Thioacetic acid S-((1R,1aS,7bS)-1a-methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalen-7b-yl) ester
• CAS No.: 76963-22-9
• Molecular Formula: C₂₀H₂₀OS
• Molecular Weight: 308.444

Synonyms:Thioacetic acid S-((1R,1aS,7bS)-1a-methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalen-7b-yl) ester

Chemical Property of Thioacetic acid S-((1R,1aS,7bS)-1a-methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalen-7b-yl) ester

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Technology Process of Thioacetic acid S-((1R,1aS,7bS)-1a-methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalen-7b-yl) ester

There total 6 articles about Thioacetic acid S-((1R,1aS,7bS)-1a-methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalen-7b-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: 56.0%

(1R,1aS,7bS)-1a-Methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalene-7b-thiol (76963-21-8) + acetyl chloride (75-36-5) → Thioacetic acid S-((1R,1aS,7bS)-1a-methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalen-7b-yl) ester (76963-22-9)

Guidance literature:

In pyridine; at -78 ℃; for 3h; 1.) 3h, -78 deg C, 2.) overnight, room temp.;

DOI:10.1021/jo00323a008

Reference yield:

2-methyl-1-tetralone (1590-08-5) → Thioacetic acid S-((1R,1aS,7bS)-1a-methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalen-7b-yl) ester (76963-22-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) sodium amide / 1.) 3 h, 2.) 12 h

2: 56 percent / P₂S₅ / pyridine / 12 h / Heating

3: 84 percent / benzene / Irradiation

4: 56 percent / pyridine / 3 h / -78 °C / 1.) 3h, -78 deg C, 2.) overnight, room temp.

With tetraphosphorus decasulfide; sodium amide; In pyridine; benzene;

DOI:10.1021/jo00323a008

Reference yield:

benzyl bromide (100-39-0) → Thioacetic acid S-((1R,1aS,7bS)-1a-methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalen-7b-yl) ester (76963-22-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) sodium amide / 1.) 3 h, 2.) 12 h

2: 56 percent / P₂S₅ / pyridine / 12 h / Heating

3: 84 percent / benzene / Irradiation

4: 56 percent / pyridine / 3 h / -78 °C / 1.) 3h, -78 deg C, 2.) overnight, room temp.

With tetraphosphorus decasulfide; sodium amide; In pyridine; benzene;

DOI:10.1021/jo00323a008

upstream raw materials:

(1R,1aS,7bS)-1a-Methyl-1-phenyl-1,1a,2,3-tetrahydro-cyclopropa[a]naphthalene-7b-thiol

acetyl chloride

2-methyl-1-tetralone

benzyl bromide

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