(2R)-N₁-[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]-2-{3-[3-fluoro-(4-phenyl)phenyl]propyl}-(N₄-3-propenyloxy)butanediamide

Base Information

• Chemical Name: (2R)-N₁-[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]-2-{3-[3-fluoro-(4-phenyl)phenyl]propyl}-(N₄-3-propenyloxy)butanediamide
• CAS No.: 230961-46-3
• Molecular Formula: C₃₆H₄₄FN₃O₄
• Molecular Weight: 601.761

Synonyms:(2R)-N₁-[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]-2-{3-[3-fluoro-(4-phenyl)phenyl]propyl}-(N₄-3-propenyloxy)butanediamide

Chemical Property of (2R)-N₁-[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]-2-{3-[3-fluoro-(4-phenyl)phenyl]propyl}-(N₄-3-propenyloxy)butanediamide

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Technology Process of (2R)-N₁-[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]-2-{3-[3-fluoro-(4-phenyl)phenyl]propyl}-(N₄-3-propenyloxy)butanediamide

There total 12 articles about (2R)-N₁-[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]-2-{3-[3-fluoro-(4-phenyl)phenyl]propyl}-(N₄-3-propenyloxy)butanediamide 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: 55.0%

O-allylhydroxylamine hydrochloride + (3R)-3-({[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]amino}carbonyl)-6-[3-fluoro-(4-phenyl)phenyl]hexanoic acid (230961-84-9) → (2R)-N1-[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]-2-{3-[3-fluoro-(4-phenyl)phenyl]propyl}-(N4-3-propenyloxy)butanediamide (230961-46-3)

Guidance literature:

Reference yield:

(R)-2-(2-(tert-butoxy)-2-oxoethyl)pent-4-enoic acid (179533-97-2) → (2R)-N1-[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]-2-{3-[3-fluoro-(4-phenyl)phenyl]propyl}-(N4-3-propenyloxy)butanediamide (230961-46-3)

Guidance literature:

Multi-step reaction with 5 steps

1: N-ethyl-N'-dimethylaminopropylcarbodiimide; 7-aza-1-hydroxy-1,2,3-benzotriazole; N-methylmorpholine / CH₂Cl₂ / 18 h / 0 - 20 °C

2: 5 mol percent Pd(OAc)2*2P(o-tol)3; Et₃N / dimethylformamide / 100 °C

3: H₂ / 10 percent Pd/C / ethanol / 20 °C / 2250.18 Torr

4: HCl gas / CH₂Cl₂ / 0 °C

5: N-ethyl-N'-dimethylaminopropylcarbodiimide; 7-aza-1-hydroxy-1,2,3-benzotriazole; Et₃N / CH₂Cl₂ / 18 h / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; Pd(OAc)2[P(2-tolyl)3]2; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide; 2: Heck reaction;

DOI:10.1016/S0960-894X(00)00720-4

Reference yield:

tert-butyl (3R)-3-({[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]amino}carbonyl)hex-5-enoate (230961-69-0) → (2R)-N1-[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]-2-{3-[3-fluoro-(4-phenyl)phenyl]propyl}-(N4-3-propenyloxy)butanediamide (230961-46-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 5 mol percent Pd(OAc)2*2P(o-tol)3; Et₃N / dimethylformamide / 100 °C

2: H₂ / 10 percent Pd/C / ethanol / 20 °C / 2250.18 Torr

3: HCl gas / CH₂Cl₂ / 0 °C

4: N-ethyl-N'-dimethylaminopropylcarbodiimide; 7-aza-1-hydroxy-1,2,3-benzotriazole; Et₃N / CH₂Cl₂ / 18 h / 0 - 20 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; Pd(OAc)2[P(2-tolyl)3]2; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Heck reaction;

DOI:10.1016/S0960-894X(00)00720-4

upstream raw materials:

O-Allylhydroxylamine

(3R)-3-({[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]amino}carbonyl)-6-[3-fluoro-(4-phenyl)phenyl]hexanoic acid

1-bromo-3-fluoro-4-phenylbenzene

(R)-2-(2-(tert-butoxy)-2-oxoethyl)pent-4-enoic acid

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