N-({4-[4-(2-methyl-1H-imidazol-1-yl)butyl]phenyl}acetyl)-L-seryl-N-(2-cyclohexylethyl)-L-lysinamide

Base Information

Chemical Name:N-({4-[4-(2-methyl-1H-imidazol-1-yl)butyl]phenyl}acetyl)-L-seryl-N-(2-cyclohexylethyl)-L-lysinamide
CAS No.:164931-25-3
Molecular Formula:C₃₃H₅₂N₆O₄
Molecular Weight:596.814
Hs Code.:
Mol file:164931-25-3.mol

Synonyms:L-Lysinamide,N-[[4-[4-(2-methyl-1H-imidazol-1-yl)butyl]phenyl]acetyl]-L-seryl-N-(2-cyclohexylethyl)-(9CI); SC 58272

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-({4-[4-(2-methyl-1H-imidazol-1-yl)butyl]phenyl}acetyl)-L-seryl-N-(2-cyclohexylethyl)-L-lysinamide

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:933.6°C at 760 mmHg
Flash Point:518.4°C
Density:1.21g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of N-({4-[4-(2-methyl-1H-imidazol-1-yl)butyl]phenyl}acetyl)-L-seryl-N-(2-cyclohexylethyl)-L-lysinamide

There total 11 articles about N-({4-[4-(2-methyl-1H-imidazol-1-yl)butyl]phenyl}acetyl)-L-seryl-N-(2-cyclohexylethyl)-L-lysinamide 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:

: 63349-52-0
methyl 4-iodophenylacetate

: 164931-25-3
(S)-6-Amino-2-[(S)-3-hydroxy-2-(2-{4-[4-(2-methyl-imidazol-1-yl)-butyl]-phenyl}-acetylamino)-propionylamino]-hexanoic acid (2-cyclohexyl-ethyl)-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / Et₃N, (Ph₃P)2PdCl₂, CuI / acetonitrile / 3.5 h / 0 - 20 °C

2: 94.5 percent / H₂ / 10percent Pd/C / methanol / 2585.7 Torr

3: 71 percent / Ph₃PMe⁽¹⁺⁾*I^(1-) / acetonitrile / 12 h / 0 - 20 °C

4: 85.9 percent / aq. LiOH / methanol / 18 h / Ambient temperature

5: 1.) NaH / 1.) DMF, 5 deg C, 30 min, 2.) DMF, a) 5 deg C, 1.5 h, b) RT, 5 h

6: 1.) HOBt, DCC, 2.) N-methylmorpholine / 1.) CH₂Cl₂, dimethylacetamide, 0 deg C, 1.5 h, 2.) CH₂Cl₂, dimethylacetamide, a) 0 deg C, 1 h, b) RT, 16 h

7: 0.08 g / CF₃COOH / 3.5 h / Ambient temperature

With 4-methyl-morpholine; bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; copper(l) iodide; hydrogen; methyl-triphenylphosphonium iodide; sodium hydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; acetonitrile;
DOI:10.1021/jm970094w

Reference yield:

: 63349-52-0
methyl 4-iodophenylacetate

: 164931-25-3
4-[4-(2-methyl-1H-imidazol-1-yl)butyl]phenylacetyl-D-Ser-D-Lys-(2-cyclohexylethyl)amide

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / Et₃N, (Ph₃P)2PdCl₂, CuI / acetonitrile / 3.5 h / 0 - 20 °C

2: 94.5 percent / H₂ / 10percent Pd/C / methanol / 2585.7 Torr

3: 71 percent / Ph₃PMe⁽¹⁺⁾*I^(1-) / acetonitrile / 12 h / 0 - 20 °C

4: 85.9 percent / aq. LiOH / methanol / 18 h / Ambient temperature

5: 1.) NaH / 1.) DMF, 5 deg C, 30 min, 2.) DMF, a) 5 deg C, 1.5 h, b) RT, 5 h

With bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; copper(l) iodide; hydrogen; methyl-triphenylphosphonium iodide; sodium hydride; triethylamine; palladium on activated charcoal; In methanol; acetonitrile;
DOI:10.1021/jm970094w

Reference yield:

: 192804-72-1
methyl 2-(4-(4-hydroxybut-1-yn-1-yl)phenyl)acetate

: 164931-25-3
(S)-6-Amino-2-[(S)-3-hydroxy-2-(2-{4-[4-(2-methyl-imidazol-1-yl)-butyl]-phenyl}-acetylamino)-propionylamino]-hexanoic acid (2-cyclohexyl-ethyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 94.5 percent / H₂ / 10percent Pd/C / methanol / 2585.7 Torr

2: 71 percent / Ph₃PMe⁽¹⁺⁾*I^(1-) / acetonitrile / 12 h / 0 - 20 °C

3: 85.9 percent / aq. LiOH / methanol / 18 h / Ambient temperature

4: 1.) NaH / 1.) DMF, 5 deg C, 30 min, 2.) DMF, a) 5 deg C, 1.5 h, b) RT, 5 h

5: 1.) HOBt, DCC, 2.) N-methylmorpholine / 1.) CH₂Cl₂, dimethylacetamide, 0 deg C, 1.5 h, 2.) CH₂Cl₂, dimethylacetamide, a) 0 deg C, 1 h, b) RT, 16 h

6: 0.08 g / CF₃COOH / 3.5 h / Ambient temperature

With 4-methyl-morpholine; lithium hydroxide; hydrogen; methyl-triphenylphosphonium iodide; sodium hydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; acetonitrile;
DOI:10.1021/jm970094w