((S)-1-{(1R,2S,5S)-2-[1-Cyclopropylmethyl-2-({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((S)-1-{(1R,2S,5S)-2-[1-Cyclopropylmethyl-2-({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester
CAS No.:394735-44-5
Molecular Formula:C₃₈H₅₈N₆O₈
Molecular Weight:726.914
Hs Code.:

((S)-1-{(1R,2S,5S)-2-[1-Cyclopropylmethyl-2-({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester

Synonyms:((S)-1-{(1R,2S,5S)-2-[1-Cyclopropylmethyl-2-({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester

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Chemical Property of ((S)-1-{(1R,2S,5S)-2-[1-Cyclopropylmethyl-2-({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester

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Technology Process of ((S)-1-{(1R,2S,5S)-2-[1-Cyclopropylmethyl-2-({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester

There total 17 articles about ((S)-1-{(1R,2S,5S)-2-[1-Cyclopropylmethyl-2-({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl}-2,2-dimethyl-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: 100.0%

: 3-amino-4-cyclopropyl-N-{[(dimethylcarbamoyl-(S)-phenylmethyl)carbamoyl]methyl}-2-hydroxybutyramide hydrochloride

: 394735-37-6
(1R,2S,5S)-3-((S)-2-tert-butoxycarbonylamino-3,3-dimethylbutyryl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid

: 394735-44-5
((S)-1-{(1R,2S,5S)-2-[1-Cyclopropylmethyl-2-({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester

Guidance literature:: With 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 dichloromethane; at -20 ℃; for 18h;
DOI:10.1021/jm060077j

Reference yield:

: 2900-27-8
(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid

: 394735-44-5
((S)-1-{(1R,2S,5S)-2-[1-Cyclopropylmethyl-2-({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 4.86 g / HATU; DIPEA / CH₂Cl₂ / 18 h / -20 °C

2: 99 percent / HCl / dioxane / 4 h / 20 °C

3: HATU; DIPEA / CH₂Cl₂ / 18 h / -20 °C

4: 2.1 g / HCl / dioxane

5: 78 percent / HATU; DIPEA / CH₂Cl₂ / 18 h / 20 °C

6: 100 percent / HCl / dioxane / 1 h / 20 °C

7: 100 percent / HATU; DIPEA / CH₂Cl₂ / 18 h / -20 °C

With hydrogenchloride; 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 1,4-dioxane; dichloromethane;
DOI:10.1021/jm060077j

Reference yield:

: 888323-63-5
[2-cyclopropyl-1-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

: 394735-44-5
((S)-1-{(1R,2S,5S)-2-[1-Cyclopropylmethyl-2-({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / LAH / diethyl ether / 2 h / 0 °C

2: 92 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

3: 100 percent / AcCl / 18 h / 50 °C

4: 90 percent / DIPEA / acetonitrile / 18 h / 20 °C

5: 81 percent / aq. LiOH / tetrahydrofuran; methanol / 2 h / 20 °C

6: 78 percent / HATU; DIPEA / CH₂Cl₂ / 18 h / 20 °C

7: 100 percent / HCl / dioxane / 1 h / 20 °C

8: 100 percent / HATU; DIPEA / CH₂Cl₂ / 18 h / -20 °C

With hydrogenchloride; lithium hydroxide; lithium aluminium tetrahydride; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jm060077j