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

Base Information

Chemical Name: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
CAS No.:905927-66-4
Molecular Formula:C₄₅H₆₉N₅O₁₀
Molecular Weight:840.07
Hs Code.:

5-({1-[2-({[(<i>tert</i>-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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 8 articles about 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 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: 41.0%

: 881902-35-8
(4S,5S)-5-Carboxymethyl-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

: (S)-{2-[(S)-3-((S)-2-Amino-3-cyclopropyl-propionylamino)-4-cyclopropyl-2-hydroxy-butyrylamino]-acetylamino}-phenyl-acetic acid tert-butyl ester; hydrochloride

: 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:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1016/j.bmcl.2005.12.013

Reference yield:

: (S)-4-Amino-4-cyclohexyl-3-hydroxy-butyric acid ethyl ester

: 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 4 steps

1: 74 percent / aq. Na₂CO₃ / dioxane

2: 78 percent / Et₂O*BF₃

3: 95 percent / aq. LiOH / tetrahydrofuran

4: 41 percent / EDCI; HOBt; NMM / CH₂Cl₂

With 4-methyl-morpholine; lithium hydroxide; boron trifluoride diethyl etherate; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
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

: 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