(4S,5S)-5-{3-[2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-oxo-ethyl]-1-cyclopropylmethyl-ureidomethyl}-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

Base Information

Chemical Name:(4S,5S)-5-{3-[2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-oxo-ethyl]-1-cyclopropylmethyl-ureidomethyl}-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester
CAS No.:905928-76-9
Molecular Formula:C₄₃H₆₅N₅O₉
Molecular Weight:796.017
Hs Code.:

(4S,5S)-5-{3-[2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-oxo-ethyl]-1-cyclopropylmethyl-ureidomethyl}-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

Synonyms:(4S,5S)-5-{3-[2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-oxo-ethyl]-1-cyclopropylmethyl-ureidomethyl}-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

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Chemical Property of (4S,5S)-5-{3-[2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-oxo-ethyl]-1-cyclopropylmethyl-ureidomethyl}-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

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Technology Process of (4S,5S)-5-{3-[2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-oxo-ethyl]-1-cyclopropylmethyl-ureidomethyl}-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

There total 14 articles about (4S,5S)-5-{3-[2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-oxo-ethyl]-1-cyclopropylmethyl-ureidomethyl}-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: 91.0%

: 881902-45-0
(4S,5S)-5-{3-[(S)-2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-hydroxy-ethyl]-1-cyclopropylmethyl-ureidomethyl}-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

: 905928-76-9
(4S,5S)-5-{3-[2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-oxo-ethyl]-1-cyclopropylmethyl-ureidomethyl}-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane;
DOI:10.1016/j.bmcl.2005.12.013

Reference yield:

: 882004-10-6
(S)-tert-butyl 3-cyclopropyl-1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate

: 905928-76-9
(4S,5S)-5-{3-[2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-oxo-ethyl]-1-cyclopropylmethyl-ureidomethyl}-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / HCl / dioxane

2: 47 percent / Et₃N / CH₂Cl₂

3: LAH / tetrahydrofuran / -30 °C

4: CH₂Cl₂

5: 100 percent / HCl / dioxane

6: 83 percent / DIPEA / CH₂Cl₂

7: 70 percent / Et₂O*BF₃

8: 100 percent / aq. LiOH / tetrahydrofuran

9: 95 percent / HATU; DIPEA / dimethylformamide / -20 °C

10: 91 percent / Dess-Martin periodinane / CH₂Cl₂

With hydrogenchloride; lithium hydroxide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 4: Passerini reaction / 10: Dess-Martin oxidation;
DOI:10.1016/j.bmcl.2005.12.013

Reference yield:

: 2-amino-3-cyclopropyl-N-methoxy-N-methyl-propionamide; hydrochloride

: 905928-76-9
(4S,5S)-5-{3-[2-({[((S)-tert-Butoxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-1-cyclopropylmethyl-2-oxo-ethyl]-1-cyclopropylmethyl-ureidomethyl}-4-cyclohexyl-2,2-dimethyl-oxazolidine-3-carboxylic acid isobutyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 47 percent / Et₃N / CH₂Cl₂

2: LAH / tetrahydrofuran / -30 °C

3: CH₂Cl₂

4: 100 percent / HCl / dioxane

5: 83 percent / DIPEA / CH₂Cl₂

6: 70 percent / Et₂O*BF₃

7: 100 percent / aq. LiOH / tetrahydrofuran

8: 95 percent / HATU; DIPEA / dimethylformamide / -20 °C

9: 91 percent / Dess-Martin periodinane / CH₂Cl₂

With hydrogenchloride; lithium hydroxide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 3: Passerini reaction / 9: Dess-Martin oxidation;
DOI:10.1016/j.bmcl.2005.12.013