2-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-benzenethiol

Base Information

• Chemical Name: 2-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-benzenethiol
• CAS No.: 715654-60-7
• Molecular Formula: C₁₄H₂₁N₂OPS
• Molecular Weight: 296.373

Synonyms:2-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-benzenethiol

Chemical Property of 2-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-benzenethiol

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Technology Process of 2-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-benzenethiol

There total 2 articles about 2-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-benzenethiol 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: 73.0%

(3aR,7aR)-1,3-Dimethyl-2-phenylsulfanyl-octahydro-benzo[1,3,2]diazaphosphole 2-oxide (715654-55-0) → 2-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ5-benzo[1,3,2]diazaphosphol-2-yl)-benzenethiol (715654-60-7) + C28H40N4O2P2S2

Guidance literature:

(3aR,7aR)-1,3-Dimethyl-2-phenylsulfanyl-octahydro-benzo[1,3,2]diazaphosphole 2-oxide; With lithium diisopropyl amide; In tetrahydrofuran; at -20 ℃;

With boron trifluoride diethyl etherate; In tetrahydrofuran; at 10 - 20 ℃; for 1h; Further stages.;

DOI:10.1016/j.tetlet.2004.03.132

Reference yield:

thiophenol (108-98-5) → 2-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ5-benzo[1,3,2]diazaphosphol-2-yl)-benzenethiol (715654-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 75 percent / sodium hydride / tetrahydrofuran / 12 h / 20 °C

2.1: LDA / tetrahydrofuran / -20 °C

2.2: 73 percent / BF₃*Et₂O / tetrahydrofuran / 1 h / 10 - 20 °C

With sodium hydride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2004.03.132

Reference yield: 51.0%

methyl iodide (74-88-4) + 2-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ5-benzo[1,3,2]diazaphosphol-2-yl)-benzenethiol (715654-60-7) → (3aR,7aR)-2-(2-Methanesulfinyl-phenyl)-1,3-dimethyl-octahydro-benzo[1,3,2]diazaphosphole 2-oxide

Guidance literature:

2-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-benzenethiol; With methyllithium; In tetrahydrofuran; at -65 ℃;

With rac N-phenylsulfonyl tert-butyl methyl oxaziridine; In tetrahydrofuran; for 0.333333h;

methyl iodide; In tetrahydrofuran; Further stages.;

DOI:10.1016/j.tetlet.2004.03.132

upstream raw materials:

(3aR,7aR)-1,3-Dimethyl-2-phenylsulfanyl-octahydro-benzo[1,3,2]diazaphosphole 2-oxide

thiophenol

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