[¹³C₉]-(R)-2,2'-(2-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-5-oxo-1,3,2-dioxaborolane-4,4-diyl)diacetic acid

Base Information

• Chemical Name: [¹³C₉]-(R)-2,2'-(2-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-5-oxo-1,3,2-dioxaborolane-4,4-diyl)diacetic acid
• CAS No.: 1529807-49-5
• Molecular Formula: C₂₀H₂₃BCl₂N₂O₉
• Molecular Weight: 526.029

Synonyms:[¹³C₉]-(R)-2,2'-(2-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-5-oxo-1,3,2-dioxaborolane-4,4-diyl)diacetic acid

Chemical Property of [¹³C₉]-(R)-2,2'-(2-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-5-oxo-1,3,2-dioxaborolane-4,4-diyl)diacetic acid

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Technology Process of [¹³C₉]-(R)-2,2'-(2-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-5-oxo-1,3,2-dioxaborolane-4,4-diyl)diacetic acid

There total 5 articles about [¹³C₉]-(R)-2,2'-(2-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-5-oxo-1,3,2-dioxaborolane-4,4-diyl)diacetic 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: 91.0%

[13C9]-(R)-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)boronic acid (1529807-48-4) + citric acid (77-92-9,906507-37-7) → [13C9]-(R)-2,2'-(2-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-5-oxo-1,3,2-dioxaborolane-4,4-diyl)diacetic acid (1529807-49-5)

Guidance literature:

In ethyl acetate; at 60 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/jlcr.3079

Reference yield:

[13C7]-2',5'-dichlorobenzoyl chloride (1529807-45-1) → [13C9]-(R)-2,2'-(2-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-5-oxo-1,3,2-dioxaborolane-4,4-diyl)diacetic acid (1529807-49-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

3.1: Dihydroxy-isobutyl-boran; hydrogenchloride; water / methanol; hexane / 20 °C / Inert atmosphere

4.1: ethyl acetate / 0.25 h / 60 °C / Inert atmosphere

With hydrogenchloride; Dihydroxy-isobutyl-boran; water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; sodium hydroxide; In tetrahydrofuran; methanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide; 1.1: |Schotten-Baumann Reaction;

DOI:10.1002/jlcr.3079

Reference yield:

[13C9]-[(2,5-dichlorobenzoyl)amino]acetic acid (1529807-46-2) → [13C9]-(R)-2,2'-(2-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-5-oxo-1,3,2-dioxaborolane-4,4-diyl)diacetic acid (1529807-49-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

2.1: Dihydroxy-isobutyl-boran; hydrogenchloride; water / methanol; hexane / 20 °C / Inert atmosphere

3.1: ethyl acetate / 0.25 h / 60 °C / Inert atmosphere

With hydrogenchloride; Dihydroxy-isobutyl-boran; water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In methanol; hexane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/jlcr.3079

upstream raw materials:

[¹³C₉]-(R)-(1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)boronic acid

citric acid

[¹³C₇]-2',5'-dichlorobenzoic acid

[¹³C₇]-2',5'-dichlorobenzoyl chloride

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