phenoxycarbonyl 10ξ-cubebenyl sulfide

Base Information

• Chemical Name: phenoxycarbonyl 10ξ-cubebenyl sulfide
• CAS No.: 137918-15-1
• Molecular Formula: C₂₂H₂₈O₂S
• Molecular Weight: 356.529
• Mol file: 137918-15-1.mol

Synonyms:phenoxycarbonyl 10ξ-cubebenyl sulfide

Chemical Property of phenoxycarbonyl 10ξ-cubebenyl sulfide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenoxycarbonyl 10ξ-cubebenyl sulfide

There total 9 articles about phenoxycarbonyl 10ξ-cubebenyl sulfide 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:

7(R*)-chloro-1-methyl-4(S*)-isopropyl-6(R*)-<1(R*)-(p-tolylsulfonyl)-4-(trimethylsilyl)-3-butynyl>bicyclo<3.1.1>heptan-6-ol (137917-99-8,138124-06-8) → phenoxycarbonyl 10ξ-cubebenyl sulfide (137918-15-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 37 percent / Bu₃SnH, azobis(isobutyronitrile) (AIBN) / benzene / 48 h / Heating

2: 79 percent / p-toluenesulfinic acid, water / acetonitrile / 12 h / Heating

3: 67 percent / Na₂HPO₄, sodium amalgam / methanol; tetrahydrofuran / 1 h / -20 °C

4: 1.) KH, 2.) hexamethylphosphoramide (HMPA) / 1.) THF, 0.5 h, 2.) THF, 1 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; disodium hydrogenphosphate; sodium amalgam; p-toluene sulfinic acid; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; potassium hydride; In tetrahydrofuran; methanol; acetonitrile; benzene;

Reference yield:

7(R*)-bromo-1-methyl-4(S*)-isopropyl-6(R*)-<1(R*)-(p-tolylsulfonyl)-4-(trimethylsilyl)-3-butynyl>bicyclo<3.1.1>heptan-6-ol (137918-00-4,138124-07-9) → phenoxycarbonyl 10ξ-cubebenyl sulfide (137918-15-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 42 percent / Bu₃SnH, azobis(isobutyronitrile) (AIBN) / benzene / 3 h / Heating

2: 79 percent / p-toluenesulfinic acid, water / acetonitrile / 12 h / Heating

3: 67 percent / Na₂HPO₄, sodium amalgam / methanol; tetrahydrofuran / 1 h / -20 °C

4: 1.) KH, 2.) hexamethylphosphoramide (HMPA) / 1.) THF, 0.5 h, 2.) THF, 1 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; disodium hydrogenphosphate; sodium amalgam; p-toluene sulfinic acid; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; potassium hydride; In tetrahydrofuran; methanol; acetonitrile; benzene;

Reference yield:

7(R*)-bromo-1-methyl-4(S*)-isopropyl-6(R*)-<1(R*)-(p-tolylsulfonyl)-3-butynyl>bicyclo<3.1.1>heptan-6-ol (137918-11-7) → phenoxycarbonyl 10ξ-cubebenyl sulfide (137918-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Bu₃SnH, azobis(isobutyronitrile) (AIBN) / benzene / 3 h / Heating

2: 67 percent / Na₂HPO₄, sodium amalgam / methanol; tetrahydrofuran / 1 h / -20 °C

3: 1.) KH, 2.) hexamethylphosphoramide (HMPA) / 1.) THF, 0.5 h, 2.) THF, 1 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; disodium hydrogenphosphate; sodium amalgam; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium hydride; In tetrahydrofuran; methanol; benzene;

upstream raw materials:

6-hydroxy-β-copaene

phenylcarbonochloridothioate

7(R*)-chloro-1-methyl-4(S*)-isopropyl-6(R*)-<4-(trimethylsilyl)-3-butynyl>bicyclo<3.1.1>heptan-6-ol

6-acetoxy-β-copaene

Downstream raw materials:

(±)-δ-cadinene

Refernces