(S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) naphthalen-1-ylphosphinate

Base Information

Chemical Name:(S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) naphthalen-1-ylphosphinate
CAS No.:1312032-04-4
Molecular Formula:C₂₀H₂₇O₂P
Molecular Weight:330.407
Hs Code.:

Synonyms:(S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) naphthalen-1-ylphosphinate

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Chemical Property of (S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) naphthalen-1-ylphosphinate

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Technology Process of (S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) naphthalen-1-ylphosphinate

There total 6 articles about (S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) naphthalen-1-ylphosphinate 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: 87.0%

: (R_p)-menthyl (hydroxymethyl)-1-naphtylphosphinate

: 1312032-04-4
(S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) naphthalen-1-ylphosphinate

Guidance literature:: (R_p)-menthyl (hydroxymethyl)-1-naphtylphosphinate; With N-chloro-succinimide; dimethylsulfide; In dichloromethane; at -78 ℃; for 1.33333h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 1.25h; stereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201306628

Reference yield:

: 2216-51-5
(-)-menthol

: 1312032-04-4
(S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) naphthalen-1-ylphosphinate

Guidance literature:: Multi-step reaction with 3 steps

1.1: phosphinic acid / water / 24 h / 75 °C

1.2: 24 h / 20 °C / Reflux; Inert atmosphere; Dean-Stark

2.1: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide; 1,2-dimethoxyethane / 24 h / 115 °C / Inert atmosphere

3.1: N-chloro-succinimide; dimethylsulfide / dichloromethane / 1.33 h / -78 °C / Inert atmosphere

3.2: 1.25 h / -78 - 20 °C / Inert atmosphere

With N-chloro-succinimide; phosphinic acid; dimethylsulfide; palladium diacetate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201306628

Reference yield:

: 2216-51-5
(-)-menthol

: 1312032-04-4
(R)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) naphthalen-1-ylphosphinate

: 1312032-04-4
(S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) naphthalen-1-ylphosphinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: tetrahydrofuran; hexane / -50 - 20 °C / Inert atmosphere

With sodium hydride; In tetrahydrofuran; hexane;
DOI:10.1021/ja2034816