(S,S)-lysine α-phenylethylamide

Base Information

• Chemical Name: (S,S)-lysine α-phenylethylamide
• CAS No.: 111524-04-0
• Molecular Formula: C₁₄H₂₃N₃O
• Molecular Weight: 249.356
• Mol file: 111524-04-0.mol

Synonyms:

Chemical Property of (S,S)-lysine α-phenylethylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S)-lysine α-phenylethylamide

There total 1 articles about (S,S)-lysine α-phenylethylamide 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:

S-α-phenylethylamide of 5-cyano-2-hydroxyiminovaleric acid (111491-63-5) → (R,S)-lysine α-phenylethylamide (111491-67-9) + (S,S)-lysine α-phenylethylamide (111524-04-0)

Guidance literature:

With hydrogen; rac-methylbenzylamine; nickel; In 1,4-dioxane; at 50 ℃; for 6h; under 75006 Torr; Product distribution; other temperature; diastereoselective hydrogenation, effect of temperature, solvent, concentration and configuration of amine on yield and stereoselectivity of hydrogenation;

DOI:10.1007/BF00962318

Reference yield:

(S,S)-lysine α-phenylethylamide (111524-04-0) → (2R,3R)-N4-[(S)-5-Amino-1-((S)-1-phenyl-ethylcarbamoyl)-pentyl]-2,N1-dihydroxy-2-methyl-3-(3-phenyl-propyl)-succinamide

Guidance literature:

Multi-step reaction with 4 steps

1: TBTU / dimethylformamide

2: LiOH / tetrahydrofuran; H₂O / 0 °C

3: DCI / tetrahydrofuran

4: H₂ / 10percent Pd/C / methanol

With lithium hydroxide; dichloroisoproterenol; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00125-5

Reference yield:

(S,S)-lysine α-phenylethylamide (111524-04-0) → (2R,3R)-3-[(S)-5-Amino-1-((S)-1-phenyl-ethylcarbamoyl)-pentylcarbamoyl]-2-hydroxy-2-methyl-6-phenyl-hexanoic acid

Guidance literature:

Multi-step reaction with 2 steps

1: TBTU / dimethylformamide

2: LiOH / tetrahydrofuran; H₂O / 0 °C

With lithium hydroxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00125-5

upstream raw materials:

S-α-phenylethylamide of 5-cyano-2-hydroxyiminovaleric acid