N¹-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-(5-phenylisoxazol-3-yl)-L-leucinamide

Base Information

• Chemical Name: N¹-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-(5-phenylisoxazol-3-yl)-L-leucinamide
• CAS No.: 757976-56-0
• Molecular Formula: C₂₅H₃₂N₄O₃
• Molecular Weight: 436.554

Synonyms:N¹-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-(5-phenylisoxazol-3-yl)-L-leucinamide

Chemical Property of N¹-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-(5-phenylisoxazol-3-yl)-L-leucinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of N¹-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-(5-phenylisoxazol-3-yl)-L-leucinamide

There total 9 articles about N¹-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-(5-phenylisoxazol-3-yl)-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: 56.0%

(S)-4-Methyl-2-(5-phenyl-isoxazol-3-ylamino)-pentanoic acid {(S)-1-[(4-benzyloxy-phenylamino)-methyl]-propyl}-amide (757976-03-7) → N1-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N2-(5-phenylisoxazol-3-yl)-L-leucinamide (757976-56-0)

Guidance literature:

With hydrogenchloride; acetic acid; for 1h; Heating;

DOI:10.1016/j.bmc.2006.06.031

Reference yield:

N-[4-(benzyloxy)phenyl]-2-nitrobenzenesulfonamide (313067-82-2) → N1-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N2-(5-phenylisoxazol-3-yl)-L-leucinamide (757976-56-0)

Guidance literature:

Multi-step reaction with 4 steps

1: PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 20 °C

2: PhSH; K₂CO₃ / acetonitrile / 20 °C

3: 1-hydroxy-1H-benzotriazole; 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl; Et₃N / CH₂Cl₂

4: 56 percent / HCl; AcOH / 1 h / Heating

With hydrogenchloride; potassium carbonate; benzotriazol-1-ol; acetic acid; thiophenol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/j.bmc.2006.06.031

Reference yield:

(1-{[(4-benzyloxy-phenyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-propyl)-carbamic acid tert-butyl ester (882296-91-5) → N1-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N2-(5-phenylisoxazol-3-yl)-L-leucinamide (757976-56-0)

Guidance literature:

Multi-step reaction with 3 steps

1: PhSH; K₂CO₃ / acetonitrile / 20 °C

2: 1-hydroxy-1H-benzotriazole; 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl; Et₃N / CH₂Cl₂

3: 56 percent / HCl; AcOH / 1 h / Heating

With hydrogenchloride; potassium carbonate; benzotriazol-1-ol; acetic acid; thiophenol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmc.2006.06.031

upstream raw materials:

(S)-4-Methyl-2-(5-phenyl-isoxazol-3-ylamino)-pentanoic acid {(S)-1-[(4-benzyloxy-phenylamino)-methyl]-propyl}-amide

N-[4-(benzyloxy)phenyl]-2-nitrobenzenesulfonamide

tert-butyl [(1S)-1-({[4-(benzyloxy)phenyl]amino}methyl)propyl]carbamate

(1-{[(4-benzyloxy-phenyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-propyl)-carbamic acid tert-butyl ester

Downstream raw materials:

tert-butyl {4-[((2S)-2-{[N-(5-phenylisoxazol-3-yl)-L-leucyl]amino}butyl)amino]phenoxy}acetate

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