3-[4-(5-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-2-methoxy-phenoxy)-phenyl]-propionic acid pentafluorophenyl ester; hydrochloride

Base Information

• Chemical Name: 3-[4-(5-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-2-methoxy-phenoxy)-phenyl]-propionic acid pentafluorophenyl ester; hydrochloride
• CAS No.: 120363-46-4
• Molecular Formula: C₃₃H₂₉F₅N₂O₆*ClH
• Molecular Weight: 681.056
• Mol file: 120363-46-4.mol

Synonyms:3-[4-(5-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-2-methoxy-phenoxy)-phenyl]-propionic acid pentafluorophenyl ester; hydrochloride

Chemical Property of 3-[4-(5-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-2-methoxy-phenoxy)-phenyl]-propionic acid pentafluorophenyl ester; hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4-(5-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-2-methoxy-phenoxy)-phenyl]-propionic acid pentafluorophenyl ester; hydrochloride

There total 11 articles about 3-[4-(5-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-2-methoxy-phenoxy)-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-(Boc)-3'-hydroxy-4'-methoxyphenethylamine (31493-49-9) → 3-[4-(5-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-2-methoxy-phenoxy)-phenyl]-propionic acid pentafluorophenyl ester; hydrochloride (120363-46-4)

Guidance literature:

Multi-step reaction with 7 steps

2: 100 percent / H₂ / 10percent Pd/C / methanol / 3 h / 25 °C / 2280 Torr

3: 3.0M HCl / ethyl acetate / 25 °C

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:

dihydroisoferulic acid (1135-15-5) → 3-[4-(5-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-2-methoxy-phenoxy)-phenyl]-propionic acid pentafluorophenyl ester; hydrochloride (120363-46-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 63 percent / Et₃N, DPPA / 8 h / 80 °C

3: 100 percent / H₂ / 10percent Pd/C / methanol / 3 h / 25 °C / 2280 Torr

4: 3.0M HCl / ethyl acetate / 25 °C

5: EDCI / dimethylformamide / 25 °C

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

7: EDCI / CH₂Cl₂ / 25 °C

8: 3.0M HCl / ethyl acetate

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

DOI:10.1021/jo00311a019

Reference yield:

trans-3-(4-iodophenyl)-2-propenoic acid ethyl ester (161634-73-7) → 3-[4-(5-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-2-methoxy-phenoxy)-phenyl]-propionic acid pentafluorophenyl ester; hydrochloride (120363-46-4)

Guidance literature:

Multi-step reaction with 7 steps

2: 100 percent / H₂ / 10percent Pd/C / methanol / 3 h / 25 °C / 2280 Torr

3: 3.0M HCl / ethyl acetate / 25 °C

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

upstream raw materials:

2,3,4,5,6-pentafluorophenol

N-(Boc)-3'-hydroxy-4'-methoxyphenethylamine

dihydroisoferulic acid

Boc-Tyr-OH

Downstream raw materials:

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