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

Base Information

• Chemical Name: N¹-[(1S)-1-({[4-(benzyloxy)phenyl]amino}methyl)propyl]-N²-(biphenyl-3-yl)-L-leucinamide
• CAS No.: 757975-84-1
• Molecular Formula: C₃₅H₄₁N₃O₂
• Molecular Weight: 535.729

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

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

Chemical Property:

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

There total 9 articles about N¹-[(1S)-1-({[4-(benzyloxy)phenyl]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: 99.0%

N-(biphenyl-3-yl)-L-leucine (757976-17-3) + tert-butyl [(1S)-1-({[4-(benzyloxy)phenyl]amino}methyl)propyl]carbamate (757976-46-8) → N1-[(1S)-1-({[4-(benzyloxy)phenyl]amino}methyl)propyl]-N2-(biphenyl-3-yl)-L-leucinamide (757975-84-1)

Guidance literature:

tert-butyl [(1S)-1-({[4-(benzyloxy)phenyl]amino}methyl)propyl]carbamate; With trifluoroacetic acid; In dichloromethane;

N-(biphenyl-3-yl)-L-leucine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.06.032

Reference yield:

N-[4-(benzyloxy)phenyl]-2-nitrobenzenesulfonamide (313067-82-2) → N1-[(1S)-1-({[4-(benzyloxy)phenyl]amino}methyl)propyl]-N2-(biphenyl-3-yl)-L-leucinamide (757975-84-1)

Guidance literature:

Multi-step reaction with 3 steps

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

2.1: PhSH; K₂CO₃ / acetonitrile / 20 °C

3.1: trifluoroacetic acid / CH₂Cl₂

3.2: 99 percent / 1-hydroxybenzotriazole; 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl / dimethylformamide

With potassium carbonate; thiophenol; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; acetonitrile; 1.1: Mitsunobu reaction / 3.2: Mitsunobu reaction;

DOI:10.1016/j.bmc.2006.06.032

Reference yield:

(1-{[(4-benzyloxy-phenyl)-(2-nitro-benzenesulfonyl)-amino]-methyl}-propyl)-carbamic acid tert-butyl ester (882296-91-5) → N1-[(1S)-1-({[4-(benzyloxy)phenyl]amino}methyl)propyl]-N2-(biphenyl-3-yl)-L-leucinamide (757975-84-1)

Guidance literature:

Multi-step reaction with 2 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

With potassium carbonate; thiophenol; trifluoroacetic acid; In dichloromethane; acetonitrile; 2.2: Mitsunobu reaction;

DOI:10.1016/j.bmc.2006.06.032

upstream raw materials:

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

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

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

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

Downstream raw materials:

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

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

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

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