[(1S,2S)-1-Cyclohexyl-3-(cyclopropylmethyl-amino)-2-hydroxy-propyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[(1S,2S)-1-Cyclohexyl-3-(cyclopropylmethyl-amino)-2-hydroxy-propyl]-carbamic acid tert-butyl ester
CAS No.:881902-41-6
Molecular Formula:C₁₈H₃₄N₂O₃
Molecular Weight:326.48
Hs Code.:

Synonyms:[(1S,2S)-1-Cyclohexyl-3-(cyclopropylmethyl-amino)-2-hydroxy-propyl]-carbamic acid tert-butyl ester

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Chemical Property of [(1S,2S)-1-Cyclohexyl-3-(cyclopropylmethyl-amino)-2-hydroxy-propyl]-carbamic acid tert-butyl ester

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Technology Process of [(1S,2S)-1-Cyclohexyl-3-(cyclopropylmethyl-amino)-2-hydroxy-propyl]-carbamic acid tert-butyl ester

There total 1 articles about [(1S,2S)-1-Cyclohexyl-3-(cyclopropylmethyl-amino)-2-hydroxy-propyl]-carbamic acid tert-butyl 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: 85.0%

: 107202-57-3
((S)-Cyclohexyl-(R)-oxiranyl-methyl)-carbamic acid tert-butyl ester

: 2516-47-4
cyclopropanemethylamine

: 881902-41-6
[(1S,2S)-1-Cyclohexyl-3-(cyclopropylmethyl-amino)-2-hydroxy-propyl]-carbamic acid tert-butyl ester

Guidance literature:: In methanol; at 60 ℃; for 16h;
DOI:10.1016/j.bmcl.2005.12.013

Reference yield: 47.0%

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

: 881902-41-6
[(1S,2S)-1-Cyclohexyl-3-(cyclopropylmethyl-amino)-2-hydroxy-propyl]-carbamic acid tert-butyl ester

: 530-62-1
1,1'-carbonyldiimidazole

: 881902-43-8
((1S,2S)-1-Cyclohexyl-3-{3-[(S)-2-cyclopropyl-1-(methoxy-methyl-carbamoyl)-ethyl]-1-cyclopropylmethyl-ureido}-2-hydroxy-propyl)-carbamic acid tert-butyl ester

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1016/j.bmcl.2005.12.013

Reference yield:

: 881902-41-6
[(1S,2S)-1-Cyclohexyl-3-(cyclopropylmethyl-amino)-2-hydroxy-propyl]-carbamic acid tert-butyl 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:: 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