N²-(biphenyl-3-yl)-N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-(biphenyl-3-yl)-L-leucinamide

Base Information

• Chemical Name: N²-(biphenyl-3-yl)-N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-(biphenyl-3-yl)-L-leucinamide
• CAS No.: 757976-48-0
• Molecular Formula: C₂₈H₃₅N₃O₂
• Molecular Weight: 445.605

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

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

Chemical Property:

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Technology Process of N²-(biphenyl-3-yl)-N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-(biphenyl-3-yl)-L-leucinamide

There total 10 articles about N²-(biphenyl-3-yl)-N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N²-(biphenyl-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: 87.0%

N1-[(1S)-1-({[4-(benzyloxy)phenyl]amino}methyl)propyl]-N2-(biphenyl-3-yl)-L-leucinamide (757975-84-1) → N2-(biphenyl-3-yl)-N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N2-(biphenyl-3-yl)-L-leucinamide (757976-48-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1016/j.bmcl.2005.12.053

Reference yield:

(1-{[(4-benzyloxy-phenyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-propyl)-carbamic acid tert-butyl ester (882296-91-5) → N2-(biphenyl-3-yl)-N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N2-(biphenyl-3-yl)-L-leucinamide (757976-48-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: PhSH; K₂CO₃ / acetonitrile / 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂

2.2: 99 percent / 1-hydroxybenzotriazole; 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl / dimethylformamide

3.1: 87 percent / H₂ / Pd-C / ethanol / 6 h / 40 °C

With hydrogen; potassium carbonate; thiophenol; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; acetonitrile; 2.2: Mitsunobu reaction;

DOI:10.1016/j.bmc.2006.06.032

Reference yield:

N-(biphenyl-3-yl)-L-leucine (757976-17-3) → N2-(biphenyl-3-yl)-N-((1S)-1-{[(4-hydroxyphenyl)amino]methyl}propyl)-N2-(biphenyl-3-yl)-L-leucinamide (757976-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / CH₂Cl₂

1.2: 99 percent / 1-hydroxybenzotriazole; 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl / dimethylformamide

2.1: 87 percent / H₂ / Pd-C / ethanol / 6 h / 40 °C

With hydrogen; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; 1.2: Mitsunobu reaction;

DOI:10.1016/j.bmc.2006.06.032

upstream raw materials:

N¹-[(1S)-1-({[4-(benzyloxy)phenyl]amino}methyl)propyl]-N²-(biphenyl-3-yl)-L-leucinamide

N-(biphenyl-3-yl)-L-leucine

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

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

Downstream raw materials:

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

(S)-2-(Biphenyl-3-ylamino)-4-methyl-pentanoic acid {(S)-1-[(4-cyanomethoxy-phenylamino)-methyl]-propyl}-amide

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