N₁-({(2R)-4-[(2-cyanophenyl)sulfonyl]-2-morpholinyl}methyl)-N₂-{[(1,1-dimethylethyl)oxy]carbonyl}-L-leucinamide

Base Information

• Chemical Name: N₁-({(2R)-4-[(2-cyanophenyl)sulfonyl]-2-morpholinyl}methyl)-N₂-{[(1,1-dimethylethyl)oxy]carbonyl}-L-leucinamide
• CAS No.: 911641-02-6
• Molecular Formula: C₂₃H₃₄N₄O₆S
• Molecular Weight: 494.612

Synonyms:N₁-({(2R)-4-[(2-cyanophenyl)sulfonyl]-2-morpholinyl}methyl)-N₂-{[(1,1-dimethylethyl)oxy]carbonyl}-L-leucinamide

Chemical Property of N₁-({(2R)-4-[(2-cyanophenyl)sulfonyl]-2-morpholinyl}methyl)-N₂-{[(1,1-dimethylethyl)oxy]carbonyl}-L-leucinamide

Chemical Property:

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Technology Process of N₁-({(2R)-4-[(2-cyanophenyl)sulfonyl]-2-morpholinyl}methyl)-N₂-{[(1,1-dimethylethyl)oxy]carbonyl}-L-leucinamide

There total 3 articles about N₁-({(2R)-4-[(2-cyanophenyl)sulfonyl]-2-morpholinyl}methyl)-N₂-{[(1,1-dimethylethyl)oxy]carbonyl}-L-leucinamide 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:

2-{[(2R)-2-(aminomethyl)-4-morpholinyl]sulfonyl}benzonitrile hydrochloride (911641-01-5) + N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → N1-({(2R)-4-[(2-cyanophenyl)sulfonyl]-2-morpholinyl}methyl)-N2-{[(1,1-dimethylethyl)oxy]carbonyl}-L-leucinamide (911641-02-6)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; for 24h;

Reference yield:

1,1-dimethylethyl {[(2R)-4-(phenylmethyl)-2-morpholinyl]methyl}carbamate (875551-47-6) → N1-({(2R)-4-[(2-cyanophenyl)sulfonyl]-2-morpholinyl}methyl)-N2-{[(1,1-dimethylethyl)oxy]carbonyl}-L-leucinamide (911641-02-6)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen / palladium 10% on activated carbon / methanol / 43 h / 760.05 Torr

2: triethylamine / dichloromethane / 16 h / 0 - 20 °C

3: hydrogenchloride / 1,4-dioxane; ethyl acetate / 48 h

4: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine / dichloromethane / 24 h

With hydrogenchloride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium 10% on activated carbon; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate;

Reference yield:

tert-butyl N-[[(2S)-morpholin-2-yl]methyl]carbamate (875551-59-0) → N1-({(2R)-4-[(2-cyanophenyl)sulfonyl]-2-morpholinyl}methyl)-N2-{[(1,1-dimethylethyl)oxy]carbonyl}-L-leucinamide (911641-02-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 16 h / 0 - 20 °C

2: hydrogenchloride / 1,4-dioxane; ethyl acetate / 48 h

3: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine / dichloromethane / 24 h

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; dichloromethane; ethyl acetate;

upstream raw materials:

2-{[(2R)-2-(aminomethyl)-4-morpholinyl]sulfonyl}benzonitrile hydrochloride

N-tert-butoxycarbonyl-L-leucine

tert-butyl N-[[(2S)-morpholin-2-yl]methyl]carbamate

1,1-dimethylethyl {[(2R)-4-(phenylmethyl)-2-morpholinyl]methyl}carbamate

Downstream raw materials:

N₁-({(2R)-4-[(2-cyanophenyl)sulfonyl]-2-morpholinyl}methyl)-L-leucinamide hydrochloride

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