(1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid (1-hydroxymethyl-2-methylpropyl)-amide

Base Information

Chemical Name:(1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid (1-hydroxymethyl-2-methylpropyl)-amide
CAS No.:639814-88-3
Molecular Formula:C₁₃H₂₆N₂O₄S
Molecular Weight:306.426
Hs Code.:

Synonyms:(1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid (1-hydroxymethyl-2-methylpropyl)-amide

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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 (1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid (1-hydroxymethyl-2-methylpropyl)-amide

Chemical Property:

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Technology Process of (1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid (1-hydroxymethyl-2-methylpropyl)-amide

There total 6 articles about (1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid (1-hydroxymethyl-2-methylpropyl)-amide 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:

: 4276-09-9,473-75-6
(R)-2-amino-3-methylbutanol

: (1S,2S)-2-Methanesulfonylamino-cyclohexanecarbonyl chloride

: 639814-88-3
(1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid (1-hydroxymethyl-2-methylpropyl)-amide

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/j.tetasy.2003.07.022

Reference yield:

: 141435-12-3
(1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester

: 639814-88-3
(1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid (1-hydroxymethyl-2-methylpropyl)-amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 17 h / 20 °C

2.1: diphenylphosphoryl azide / toluene / 3 h / 20 °C

3.1: toluene / 1.5 h / Heating

3.2: 1.43 g / toluene / 85 - 88 °C

4.1: H₂ / Pd/C / ethyl acetate / 3 h

5.1: triethylamine / CH₂Cl₂ / 19 h / 20 °C

6.1: 687 mg / LiOH*H₂O / tetrahydrofuran; H₂O / 26 h / 20 °C

7.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 19 h / 20 °C

8.1: 0.782 g / triethylamine / CH₂Cl₂ / 6 h / 20 °C

With lithium hydroxide; oxalyl dichloride; diphenylphosphoranyl azide; hydrogen; dihydrogen peroxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 3.1: Curtius rearrangement;
DOI:10.1016/j.tetasy.2003.07.022

Reference yield:

: 253454-00-1
(1S,2S)-Cyclohex-4-ene-1,2-dicarboxylic acid monomethyl ester

: 639814-88-3
(1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid (1-hydroxymethyl-2-methylpropyl)-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: diphenylphosphoryl azide / toluene / 3 h / 20 °C

2.1: toluene / 1.5 h / Heating

2.2: 1.43 g / toluene / 85 - 88 °C

3.1: H₂ / Pd/C / ethyl acetate / 3 h

4.1: triethylamine / CH₂Cl₂ / 19 h / 20 °C

5.1: 687 mg / LiOH*H₂O / tetrahydrofuran; H₂O / 26 h / 20 °C

6.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 19 h / 20 °C

7.1: 0.782 g / triethylamine / CH₂Cl₂ / 6 h / 20 °C

With lithium hydroxide; oxalyl dichloride; diphenylphosphoranyl azide; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 2.1: Curtius rearrangement;
DOI:10.1016/j.tetasy.2003.07.022