(S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride

Base Information

• Chemical Name: (S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride
• CAS No.: 129151-03-7
• Molecular Formula: C₃₂H₂₇F₅N₂O₅*ClH
• Molecular Weight: 651.03
• Mol file: 129151-03-7.mol

Synonyms:(S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride

Chemical Property of (S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride

There total 10 articles about (S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride 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:

N-t-butoxycarbonyl-tyramine (64318-28-1) → (S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride (129151-03-7)

Guidance literature:

Multi-step reaction with 7 steps

2: 100 percent / H₂ / 10percent Pd/C / methanol / 8 h / 25 °C / 1520 Torr

3: LiOH, H₂O / methanol; tetrahydrofuran

4: EDCI / dimethylformamide / 25 °C

5: LiOH, H₂O / methanol; tetrahydrofuran / 25 °C

6: EDCI / CH₂Cl₂ / 25 °C

7: 3.0M HCl / ethyl acetate

With hydrogenchloride; lithium hydroxide; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00311a019

Reference yield:

methyl (E)-3-(3-iodophenyl)acrylate (58586-58-6) → (S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride (129151-03-7)

Guidance literature:

Multi-step reaction with 7 steps

2: 100 percent / H₂ / 10percent Pd/C / methanol / 8 h / 25 °C / 1520 Torr

3: LiOH, H₂O / methanol; tetrahydrofuran

4: EDCI / dimethylformamide / 25 °C

5: LiOH, H₂O / methanol; tetrahydrofuran / 25 °C

6: EDCI / CH₂Cl₂ / 25 °C

7: 3.0M HCl / ethyl acetate

With hydrogenchloride; lithium hydroxide; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00311a019

Reference yield:

(E)-3-{3-[4-(2-tert-Butoxycarbonylamino-ethyl)-phenoxy]-phenyl}-acrylic acid methyl ester (125786-87-0) → (S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride (129151-03-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / H₂ / 10percent Pd/C / methanol / 8 h / 25 °C / 1520 Torr

2: LiOH, H₂O / methanol; tetrahydrofuran

3: EDCI / dimethylformamide / 25 °C

4: LiOH, H₂O / methanol; tetrahydrofuran / 25 °C

5: EDCI / CH₂Cl₂ / 25 °C

6: 3.0M HCl / ethyl acetate

With hydrogenchloride; lithium hydroxide; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00311a019

upstream raw materials:

(S)-2-(3-{3-[4-(2-tert-Butoxycarbonylamino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

2,3,4,5,6-pentafluorophenol

L-Tyr-OMe

N-t-butoxycarbonyl-tyramine

Downstream raw materials:

(S)-12-<(4-Hydroxyphenyl)methyl>-10,13-dioxo-2-oxa-11,14-diazatricyclo<15.2.2.1^3,7>docosa-3,5,7(22),17,19,20-hexaene