Thr-O-CBZ-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-δ-CBZ-Orn

Base Information

• Chemical Name: Thr-O-CBZ-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-δ-CBZ-Orn
• CAS No.: 141806-20-4
• Molecular Formula: C₅₉H₇₆N₆O₁₆
• Molecular Weight: 1125.28
• Mol file: 141806-20-4.mol

Synonyms:

Chemical Property of Thr-O-CBZ-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-δ-CBZ-Orn

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thr-O-CBZ-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-δ-CBZ-Orn

There total 5 articles about Thr-O-CBZ-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-δ-CBZ-Orn 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-(methylcarbamoyl)homotyrosine methyl ester (110936-12-4) → Thr-O-CBZ-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-δ-CBZ-Orn (141806-20-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / HBr, AcOH / 76 h / 60 °C

2: 1.) copper(II) sulphate pentahydrate / 1.) water, 55 deg C, 2.) methanol, water, RT, 22 h

3: 54 percent / aq. NaOH / dioxane / 2.5 h / Ambient temperature

4: 1.) NMP, 2.) TFA, 3.) DCC, 4.) HF

5: 2 N NaOH / 2-methyl-propan-2-ol

With 1-methyl-pyrrolidin-2-one; sodium hydroxide; hydrogen fluoride; hydrogen bromide; copper(II) sulfate; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In 1,4-dioxane; tert-butyl alcohol;

DOI:10.1021/jm00093a018

Reference yield:

O-(2,6-dichlorobenzyl)-L-homotyrosine (141806-16-8) → Thr-O-CBZ-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-δ-CBZ-Orn (141806-20-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / aq. NaOH / dioxane / 2.5 h / Ambient temperature

2: 1.) NMP, 2.) TFA, 3.) DCC, 4.) HF

3: 2 N NaOH / 2-methyl-propan-2-ol

With 1-methyl-pyrrolidin-2-one; sodium hydroxide; hydrogen fluoride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In 1,4-dioxane; tert-butyl alcohol;

DOI:10.1021/jm00093a018

Reference yield:

L-homotyrosine hydrobromide (141899-12-9,185617-14-5) → Thr-O-CBZ-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-δ-CBZ-Orn (141806-20-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) copper(II) sulphate pentahydrate / 1.) water, 55 deg C, 2.) methanol, water, RT, 22 h

2: 54 percent / aq. NaOH / dioxane / 2.5 h / Ambient temperature

3: 1.) NMP, 2.) TFA, 3.) DCC, 4.) HF

4: 2 N NaOH / 2-methyl-propan-2-ol

With 1-methyl-pyrrolidin-2-one; sodium hydroxide; hydrogen fluoride; copper(II) sulfate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In 1,4-dioxane; tert-butyl alcohol;

DOI:10.1021/jm00093a018

upstream raw materials:

benzyl chloroformate

Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzpyl)-Orn

N-(methylcarbamoyl)homotyrosine methyl ester

O-(2,6-dichlorobenzyl)-L-homotyrosine