(2R,4S,5S)-4-Azido-5-(3-dipropylcarbamoyl-benzoylamino)-2-methyl-6-phenyl-hexanoic acid

Base Information

Chemical Name:(2R,4S,5S)-4-Azido-5-(3-dipropylcarbamoyl-benzoylamino)-2-methyl-6-phenyl-hexanoic acid
CAS No.:637024-79-4
Molecular Formula:C₂₇H₃₅N₅O₄
Molecular Weight:493.606
Hs Code.:

Synonyms:(2R,4S,5S)-4-Azido-5-(3-dipropylcarbamoyl-benzoylamino)-2-methyl-6-phenyl-hexanoic acid

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Chemical Property of (2R,4S,5S)-4-Azido-5-(3-dipropylcarbamoyl-benzoylamino)-2-methyl-6-phenyl-hexanoic acid

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Technology Process of (2R,4S,5S)-4-Azido-5-(3-dipropylcarbamoyl-benzoylamino)-2-methyl-6-phenyl-hexanoic acid

There total 11 articles about (2R,4S,5S)-4-Azido-5-(3-dipropylcarbamoyl-benzoylamino)-2-methyl-6-phenyl-hexanoic acid 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:

: 637024-78-3
N-[(1S,2S,4R)-2-azido-1-benzyl-5-hydroxy-4-methyl-pentyl]-N',N'-dipropylisophthalamide

: 637024-79-4
(2R,4S,5S)-4-Azido-5-(3-dipropylcarbamoyl-benzoylamino)-2-methyl-6-phenyl-hexanoic acid

Guidance literature:: With jones' reagent; In acetone; at 20 ℃; for 0.333333h;
DOI:10.1021/jm0509142

Reference yield:

: 637024-72-7
(5R)-3-methyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}-2,5-dihydrofuran-2-one

: 637024-79-4
(2R,4S,5S)-4-Azido-5-(3-dipropylcarbamoyl-benzoylamino)-2-methyl-6-phenyl-hexanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / H₂ / Pd/C / tetrahydrofuran / 5 h

2: 76 percent / LiAlH₄ / tetrahydrofuran; 1,2-dimethoxy-ethane / 0 - 20 °C

3: 98 percent / imidazole / CH₂Cl₂ / 1 h / 0 °C

4: 95 percent / triethylamine / CHCl₃ / 1 h / 0 °C

5: 60 percent / NaN₃ / dimethylformamide / 8 h / 60 °C

6: HCl / dioxane / 1 h

7: 113 mg / diisopropylethylamine; HOBt; EDC / dimethylformamide / 8 h / 20 °C

8: Jones' reagent / acetone / 0.33 h / 20 °C

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; sodium azide; jones' reagent; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm0509142

Reference yield:

: 637024-71-6
ethyl (5S,2Z)-2-methyl-[5-(tert-butoxycarbonyl)amino]-4-oxo-6-phenylhex-2-enoate

: 637024-79-4
(2R,4S,5S)-4-Azido-5-(3-dipropylcarbamoyl-benzoylamino)-2-methyl-6-phenyl-hexanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 58 percent / NaBH₄ / methanol / -78 - -15 °C

2: 99 percent / H₂ / Pd/C / tetrahydrofuran / 5 h

3: 76 percent / LiAlH₄ / tetrahydrofuran; 1,2-dimethoxy-ethane / 0 - 20 °C

4: 98 percent / imidazole / CH₂Cl₂ / 1 h / 0 °C

5: 95 percent / triethylamine / CHCl₃ / 1 h / 0 °C

6: 60 percent / NaN₃ / dimethylformamide / 8 h / 60 °C

7: HCl / dioxane / 1 h

8: 113 mg / diisopropylethylamine; HOBt; EDC / dimethylformamide / 8 h / 20 °C

9: Jones' reagent / acetone / 0.33 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; jones' reagent; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm0509142