N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-[(morpholin-4-yl)carbonyl]-L-leucinamide

Base Information

• Chemical Name: N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-[(morpholin-4-yl)carbonyl]-L-leucinamide
• CAS No.: 757976-49-1
• Molecular Formula: C₂₁H₃₄N₄O₄
• Molecular Weight: 406.525

Synonyms:N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-[(morpholin-4-yl)carbonyl]-L-leucinamide

Chemical Property of N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-[(morpholin-4-yl)carbonyl]-L-leucinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-[(morpholin-4-yl)carbonyl]-L-leucinamide

There total 9 articles about N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-[(morpholin-4-yl)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: 83.0%

Morpholine-4-carboxylic acid ((S)-1-{(S)-1-[(4-benzyloxy-phenylamino)-methyl]-propylcarbamoyl}-3-methyl-butyl)-amide (757975-90-9) → N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N2-[(morpholin-4-yl)carbonyl]-L-leucinamide (757976-49-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 40 ℃; for 6h;

DOI:10.1016/j.bmc.2006.06.031

Reference yield:

N-[4-(benzyloxy)phenyl]-2-nitrobenzenesulfonamide (313067-82-2) → N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N2-[(morpholin-4-yl)carbonyl]-L-leucinamide (757976-49-1)

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: 83 percent / H₂ / Pd-C / ethanol / 6 h / 40 °C

With hydrogen; potassium carbonate; benzotriazol-1-ol; thiophenol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;

DOI:10.1016/j.bmc.2006.06.031

Reference yield:

tert-butyl [(1S)-1-({[4-(benzyloxy)phenyl]amino}methyl)propyl]carbamate (757976-46-8) → N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N2-[(morpholin-4-yl)carbonyl]-L-leucinamide (757976-49-1)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 83 percent / H₂ / Pd-C / ethanol / 6 h / 40 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1016/j.bmc.2006.06.031

upstream raw materials:

Morpholine-4-carboxylic acid ((S)-1-{(S)-1-[(4-benzyloxy-phenylamino)-methyl]-propylcarbamoyl}-3-methyl-butyl)-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

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