(3-(((2S,3R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)butanamido)methyl)phenyl)boronic acid

Base Information

• Chemical Name: (3-(((2S,3R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)butanamido)methyl)phenyl)boronic acid
• CAS No.: 1422970-06-6
• Molecular Formula: C₂₀H₃₃BN₂O₆
• Molecular Weight: 408.303
• Mol file: 1422970-06-6.mol

Synonyms:(3-(((2S,3R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)butanamido)methyl)phenyl)boronic acid

Chemical Property of (3-(((2S,3R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)butanamido)methyl)phenyl)boronic acid

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (3-(((2S,3R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)butanamido)methyl)phenyl)boronic acid

There total 1 articles about (3-(((2S,3R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)butanamido)methyl)phenyl)boronic acid 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: 99.0%

(2S,3R)-3-tert-butoxy-2-tert-butoxycarbonylaminobutyric acid (13734-40-2) + [3-(aminomethyl)phenyl]boronic acid → (3-(((2S,3R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)butanamido)methyl)phenyl)boronic acid (1422970-06-6)

Guidance literature:

(2S,3R)-3-tert-butoxy-2-tert-butoxycarbonylaminobutyric acid; With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

[3-(aminomethyl)phenyl]boronic acid; With 1-hydroxy-7-aza-benzotriazole; In dichloromethane; for 12h;

DOI:10.1021/jm301756m

Reference yield:

(3-(((2S,3R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)butanamido)methyl)phenyl)boronic acid (1422970-06-6) + 7-bromo-2-chloroquinazolin-4-amine (1107695-08-8) → (2S,3R)-2-amino-N-(3-(4-amino-2-chloroquinazolin-7-yl)benzyl)-3-hydroxybutanamide

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In water; at 140 ℃; Inert atmosphere; Microwave irradiation;

DOI:10.1021/jm301756m

Reference yield:

(3-(((2S,3R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)butanamido)methyl)phenyl)boronic acid (1422970-06-6) → (2S,3R)-2-amino-N-(3-(4-amino-2-chloroquinazolin-7-yl)benzyl)-3-hydroxybutanamide hydrochloride

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water / 140 °C / Inert atmosphere; Microwave irradiation

2: hydrogenchloride / 1,4-dioxane / 0.1 h / 140 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,4-dioxane; water; 1: |Suzuki Coupling;

DOI:10.1021/jm301756m

upstream raw materials:

(2S,3R)-3-tert-butoxy-2-tert-butoxycarbonylaminobutyric acid