[2-(3-{3,5-bis-[(bis-pyridin-2-ylmethyl-amino)-methyl]-4-hydroxy-phenyl}-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-acetic acid methyl ester

Base Information

• Chemical Name: [2-(3-{3,5-bis-[(bis-pyridin-2-ylmethyl-amino)-methyl]-4-hydroxy-phenyl}-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-acetic acid methyl ester
• CAS No.: 909723-86-0
• Molecular Formula: C₄₅H₅₃N₉O₇
• Molecular Weight: 831.972
• Mol file: 909723-86-0.mol

Synonyms:[2-(3-{3,5-bis-[(bis-pyridin-2-ylmethyl-amino)-methyl]-4-hydroxy-phenyl}-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-acetic acid methyl ester

Chemical Property of [2-(3-{3,5-bis-[(bis-pyridin-2-ylmethyl-amino)-methyl]-4-hydroxy-phenyl}-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(3-{3,5-bis-[(bis-pyridin-2-ylmethyl-amino)-methyl]-4-hydroxy-phenyl}-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-acetic acid methyl ester

There total 4 articles about [2-(3-{3,5-bis-[(bis-pyridin-2-ylmethyl-amino)-methyl]-4-hydroxy-phenyl}-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-acetic acid methyl ester 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: 85.0%

3-{3,5-bis[(bis-pyridin-2-ylmethyl-amino)methyl]-4-hydroxyphenyl}-2-(tert-butoxycarbonylamino)propionic acid (909723-85-9) + N-tert-butoxycarbonyl glycyl glycine methyl ester (53487-98-2) → [2-(3-{3,5-bis-[(bis-pyridin-2-ylmethyl-amino)-methyl]-4-hydroxy-phenyl}-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-acetic acid methyl ester (909723-86-0)

Guidance literature:

N-tert-butoxycarbonyl glycyl glycine methyl ester; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

3-{3,5-bis[(bis-pyridin-2-ylmethyl-amino)methyl]-4-hydroxyphenyl}-2-(tert-butoxycarbonylamino)propionic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1021/ja0618604

Reference yield:

3-{3,5-bis[(bis-pyridin-2-ylmethyl-amino)methyl]-4-hydroxyphenyl}-2-(tert-butoxycarbonylamino)propionic acid methyl ester (861844-75-9) → [2-(3-{3,5-bis-[(bis-pyridin-2-ylmethyl-amino)-methyl]-4-hydroxy-phenyl}-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-acetic acid methyl ester (909723-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 68 percent / NaOH / methanol; H₂O / 14 h / 0 °C

2.1: TFA / CH₂Cl₂ / 1 h / 20 °C

2.2: 85 percent / iPr₂NEt; HOBt*H₂O; EDC*HCl / dimethylformamide / 6 h / 20 °C

With sodium hydroxide; trifluoroacetic acid; In methanol; dichloromethane; water;

DOI:10.1021/ja0618604

Reference yield:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → [2-(3-{3,5-bis-[(bis-pyridin-2-ylmethyl-amino)-methyl]-4-hydroxy-phenyl}-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-acetic acid methyl ester (909723-86-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: aq. HCl / H₂O; propan-2-ol / 0.5 h / 80 °C / pH 8

1.2: 52 percent / H₂O; propan-2-ol / 13 h / Heating

2.1: 68 percent / NaOH / methanol; H₂O / 14 h / 0 °C

3.1: TFA / CH₂Cl₂ / 1 h / 20 °C

3.2: 85 percent / iPr₂NEt; HOBt*H₂O; EDC*HCl / dimethylformamide / 6 h / 20 °C

With hydrogenchloride; sodium hydroxide; trifluoroacetic acid; In methanol; dichloromethane; water; isopropyl alcohol;

DOI:10.1021/ja0618604

upstream raw materials:

3-{3,5-bis[(bis-pyridin-2-ylmethyl-amino)methyl]-4-hydroxyphenyl}-2-(tert-butoxycarbonylamino)propionic acid

N-tert-butoxycarbonyl glycyl glycine methyl ester

3-{3,5-bis[(bis-pyridin-2-ylmethyl-amino)methyl]-4-hydroxyphenyl}-2-(tert-butoxycarbonylamino)propionic acid methyl ester

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

Downstream raw materials:

[2-(3-{3,5-bis-[(bis-pyridin-2-ylmethyl-amino)-methyl]-4-hydroxy-phenyl}-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-acetic acid