tert-butyl (S)-(1-cyclohexyl-2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

Base Information

Chemical Name:tert-butyl (S)-(1-cyclohexyl-2-(methoxy(methyl)amino)-2-oxoethyl)carbamate
CAS No.:864801-48-9
Molecular Formula:C₁₅H₂₈N₂O₄
Molecular Weight:300.398
Hs Code.:

Synonyms:tert-butyl (S)-(1-cyclohexyl-2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

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Chemical Property of tert-butyl (S)-(1-cyclohexyl-2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

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Technology Process of tert-butyl (S)-(1-cyclohexyl-2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

There total 1 articles about tert-butyl (S)-(1-cyclohexyl-2-(methoxy(methyl)amino)-2-oxoethyl)carbamate 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: 100.0%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 109183-71-3
N-(tert-butoxycarbonyl)-L-cyclohexylglycine

: 864801-48-9
tert-butyl (S)-(1-cyclohexyl-2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

Guidance literature:: With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at -10 ℃;
DOI:10.1016/j.bmcl.2005.12.013

Reference yield:

: 864801-48-9
tert-butyl (S)-(1-cyclohexyl-2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

: 2622-05-1
allylmagnesium bromide

: 1337862-59-5
(S)-tert-butyl 1-cyclohexyl-2-oxopent-4-enylcarbamate

Guidance literature:: In tetrahydrofuran; at -20 - 0 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.tet.2011.07.049

Reference yield:

: 864801-48-9
tert-butyl (S)-(1-cyclohexyl-2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

: 905927-66-4
5-({1-[2-({[(tert-butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-hydroxy-ethylcarbamoyl]-2-cyclopropyl-ethylcarbamoyl}-methyl)-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / LAH / tetrahydrofuran / -30 °C

2: 49 percent / LDA; ZnBr₂ / tetrahydrofuran / -78 °C

3: 100 percent / HCl / dioxane

4: 74 percent / aq. Na₂CO₃ / dioxane

5: 78 percent / Et₂O*BF₃

6: 95 percent / aq. LiOH / tetrahydrofuran

7: 41 percent / EDCI; HOBt; NMM / CH₂Cl₂

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1016/j.bmcl.2005.12.013