(1R,2S,5R)-menthyl (-)-<(S)S>-1-naphthylsulfinate

Base Information

Chemical Name:(1R,2S,5R)-menthyl (-)-<(S)S>-1-naphthylsulfinate
CAS No.:253317-50-9
Molecular Formula:C₂₀H₂₆O₂S
Molecular Weight:330.491
Hs Code.:

Synonyms:(1R,2S,5R)-menthyl (-)-<(S)S>-1-naphthylsulfinate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2S,5R)-menthyl (-)-<(S)S>-1-naphthylsulfinate

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Technology Process of (1R,2S,5R)-menthyl (-)-<(S)S>-1-naphthylsulfinate

There total 4 articles about (1R,2S,5R)-menthyl (-)-<(S)S>-1-naphthylsulfinate 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%

: 2216-51-5
(-)-menthol

: 85-46-1
1-Naphthalenesulfonyl chloride

: 253317-50-9
(1R,2S,5R)-menthyl (-)-<(S)S>-1-naphthylsulfinate

Guidance literature:: With triethylamine; phosphorous acid trimethyl ester; In dichloromethane; for 2h; Heating;
DOI:10.1016/0957-4166(96)00344-8

Reference yield: 17.0%

: 2216-51-5
(-)-menthol

: 79248-76-3
naphthalene-1-sulfinyl chloride

: 253317-50-9
(1R,2S,5R)-menthyl (-)-<(S)S>-1-naphthylsulfinate

: 2642-99-1
(1R,2S,5R)-(-)-menthyl (S)-1-naphthelenesulfinate

Guidance literature:: With pyridine; In tetrahydrofuran; Yields of byproduct given; Ambient temperature;
DOI:10.1021/ja00379a022

Reference yield:

: 90-11-9
1-Bromonaphthalene

: 253317-50-9
(1R,2S,5R)-menthyl (-)-<(S)S>-1-naphthylsulfinate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi, SO₂, 2.) thionyl chloride / 1.) THF, -78 deg C, 90 min; -78 deg C, 2 h, 2.) room temperature, overnight

2: pyridine / tetrahydrofuran / Ambient temperature

With pyridine; n-butyllithium; thionyl chloride; sulfur dioxide; In tetrahydrofuran;
DOI:10.1021/ja00379a022