(1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-amide

Base Information

Chemical Name:(1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-amide
CAS No.:423760-35-4
Molecular Formula:C₁₉H₄₀N₂O₄SSi
Molecular Weight:420.689
Hs Code.:

Synonyms:(1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-amide

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Chemical Property of (1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-amide

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Technology Process of (1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-amide

There total 7 articles about (1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-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: 96.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 423760-31-0
(1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid ((S)-1-hydroxymethyl-2-methyl-propyl)-amide

: 423760-35-4
(1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-amide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 5h;
DOI:10.1021/ol025600c

Reference yield:

: 116733-43-8
(1R,6R)-6-(2-oxo-oxazolidine-3-carbonyl)-cyclohex-3-ene carboxylic acid methyl ester

: 423760-35-4
(1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 19 h / 20 °C

2.1: diphenylphosphoryl azide; Et₃N / toluene / 3 h / 20 °C

2.2: 1.15 g / toluene / 13.5 h / 85 °C

3.1: H₂ / Pd/C / ethyl acetate / 3 h / 20 °C

4.1: 250 mg / Et₃N / CH₂Cl₂ / 19 h / 20 °C

5.1: 183 mg / LiOH*H₂O / tetrahydrofuran; H₂O / 19 h / 20 °C

6.1: (COCl)2 / CH₂Cl₂; dimethylformamide / 20 h / 20 °C

7.1: 226 mg / Et₃N / CH₂Cl₂ / 3.5 h / 20 °C

8.1: 96 percent / imidazole / dimethylformamide / 5 h / 0 °C

With 1H-imidazole; 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;
DOI:10.1021/ol025600c

Reference yield:

: 91280-45-4
(1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid methyl ester

: 423760-35-4
(1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-amide

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd/C / ethyl acetate / 3 h / 20 °C

2: 250 mg / Et₃N / CH₂Cl₂ / 19 h / 20 °C

3: 183 mg / LiOH*H₂O / tetrahydrofuran; H₂O / 19 h / 20 °C

4: (COCl)2 / CH₂Cl₂; dimethylformamide / 20 h / 20 °C

5: 226 mg / Et₃N / CH₂Cl₂ / 3.5 h / 20 °C

6: 96 percent / imidazole / dimethylformamide / 5 h / 0 °C

With 1H-imidazole; lithium hydroxide; oxalyl dichloride; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol025600c