(R)-3-[2-((1R,6S)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetyl]-2-thioxo-thiazolidine-4-carboxylic acid methyl ester

Base Information

Chemical Name:(R)-3-[2-((1R,6S)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetyl]-2-thioxo-thiazolidine-4-carboxylic acid methyl ester
CAS No.:112168-15-7
Molecular Formula:C₂₁H₂₃NO₄S₃
Molecular Weight:449.616
Hs Code.:

Synonyms:(R)-3-[2-((1R,6S)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetyl]-2-thioxo-thiazolidine-4-carboxylic acid methyl ester

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Chemical Property of (R)-3-[2-((1R,6S)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetyl]-2-thioxo-thiazolidine-4-carboxylic acid methyl ester

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Technology Process of (R)-3-[2-((1R,6S)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetyl]-2-thioxo-thiazolidine-4-carboxylic acid methyl ester

There total 1 articles about (R)-3-[2-((1R,6S)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetyl]-2-thioxo-thiazolidine-4-carboxylic acid methyl ester 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: 48.0%

: 108-98-5
thiophenol

: C₂₀H₂₄N₂O₆S₄

: 120926-19-4
(S)-3-[2-((1S,6R)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetyl]-2-thioxo-thiazolidine-4-carboxylic acid methyl ester

: 112168-15-7
(R)-3-[2-((1R,6S)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetyl]-2-thioxo-thiazolidine-4-carboxylic acid methyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1039/c39870000267

Reference yield: 94.0%

: 124-41-4
sodium methylate

: 112168-15-7
(R)-3-[2-((1R,6S)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetyl]-2-thioxo-thiazolidine-4-carboxylic acid methyl ester

: 112168-16-8
((1R,6S)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetic acid methyl ester

Guidance literature:: In tetrahydrofuran; methanol; at -78 ℃;
DOI:10.1039/c39870000267

Reference yield:

: 112168-15-7
(R)-3-[2-((1R,6S)-6-Phenylsulfanylcarbonylmethyl-cyclohex-3-enyl)-acetyl]-2-thioxo-thiazolidine-4-carboxylic acid methyl ester

: 112168-22-6
[3aS-(3aα,4α,5β,6aα)]-4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]hexahydro-5-[(tetrahydro-2H-pyran-2-yl)oxy]-2(1H)-pentalenone

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / methanol; tetrahydrofuran / -78 °C

2: 57 percent / lithium diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / -55 °C

3: 87 percent / LiAlH₄ / tetrahydrofuran / -78 - 20 °C

4: imidazole, pyridinum toluene-p-sulphonate / 1.) dimethylformamide 2.) Ch₂Cl₂

5: 84 percent / NaIO₄, KMnO₄, Na₂CO₃, CH₂N₂ / dioxane; H₂O; diethyl ether

6: 81 percent / NaH, hexamethylphosphoramide / dimethylsulfoxide; hexamethylphosphoric acid triamide; H₂O / 175 °C

With diazomethane; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium permanganate; sodium periodate; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; sodium hydride; sodium carbonate; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; water; dimethyl sulfoxide;
DOI:10.1039/c39870000267