(3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene

Base Information

• Chemical Name: (3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene
• CAS No.: 499201-43-3
• Molecular Formula: C₁₆H₁₉IO₂S
• Molecular Weight: 402.296

Synonyms:(3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene

Chemical Property of (3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene

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Technology Process of (3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene

There total 2 articles about (3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene 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:

[(3aR,4R,7aS)-4-Benzenesulfonyl-7a-methyl-octahydro-inden-(1E)-ylidene]-hydrazine → (3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene (499201-43-3)

Guidance literature:

With iodine; triethylamine; In tetrahydrofuran;

DOI:10.1135/cccc20021658

Reference yield:

(3aS,7R,7aR)-4-benzenesulfonyl-7a-methyloctahydroinden-1-one → (3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene (499201-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N; hydrazine hydrate / ethanol / 1.5 h / Heating

2: 101 mg / Et₃N; I₂ / tetrahydrofuran

With iodine; hydrazine hydrate; triethylamine; In tetrahydrofuran; ethanol;

DOI:10.1135/cccc20021658

Reference yield: 82.0%

O-triethylsilyl 2-(4-bromophenyl)propen-2-ol + (3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene (499201-43-3) → O-triethylsilyl-(3aR,4R,7aS)-2-[4-(4-benzenesulfonyl-7a-methyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)phenyl]propan-2-ol

Guidance literature:

O-triethylsilyl 2-(4-bromophenyl)propen-2-ol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.116667h;

With zinc(II) chloride; In tetrahydrofuran; hexane; for 0.75h;

(3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene; With triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; for 18h;

DOI:10.1135/cccc20021658

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