(1R)-[4-(pyridinium)-methyl]-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid chloride

Base Information

Chemical Name:(1R)-[4-(pyridinium)-methyl]-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid chloride
CAS No.:1256336-61-4
Molecular Formula:C₂₂H₂₂BN₂O₆*Cl
Molecular Weight:456.69
Hs Code.:

Synonyms:(1R)-[4-(pyridinium)-methyl]-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid chloride

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Chemical Property of (1R)-[4-(pyridinium)-methyl]-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid chloride

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Technology Process of (1R)-[4-(pyridinium)-methyl]-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid chloride

There total 4 articles about (1R)-[4-(pyridinium)-methyl]-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid chloride 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:

: 1256336-60-3
[4-[2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethylcarbamoyl]-benzyl]-pyridinium bromide

: 1256336-61-4
(1R)-[4-(pyridinium)-methyl]-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid chloride

Guidance literature:: [4-[2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)-1-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethylcarbamoyl]-benzyl]-pyridinium bromide; With boron trichloride; In dichloromethane; at -78 ℃; for 2h;

With water; In dichloromethane; at 0 ℃;

Reference yield:

: 913836-10-9
3-(dihydroxyboranyl)-2-methoxybenzoic acid

: 1256336-61-4
(1R)-[4-(pyridinium)-methyl]-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid chloride

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid / 1,4-dioxane; water / 18 h / 0 - 20 °C / Sealed tube

2.1: tetrahydrofuran / 1 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / -100 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -100 °C / Inert atmosphere

4.2: -100 - 0 °C / Inert atmosphere

4.3: -78 - 20 °C / Inert atmosphere

5.1: dichloromethane / -20 - 20 °C / Inert atmosphere

6.1: dichloromethane / 20 °C

7.1: boron trichloride / dichloromethane / 2 h / -78 °C

7.2: 0 °C

With n-butyllithium; boron trichloride; sulfuric acid; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water;

Reference yield:

: 1155425-68-5
2-methoxy-3-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-ylmethyl)-benzoic acid tert-butyl ester

: 1256336-61-4
(1R)-[4-(pyridinium)-methyl]-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid chloride

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -100 °C / Inert atmosphere

1.2: -100 - 0 °C / Inert atmosphere

1.3: -78 - 20 °C / Inert atmosphere

2.1: dichloromethane / -20 - 20 °C / Inert atmosphere

3.1: dichloromethane / 20 °C

4.1: boron trichloride / dichloromethane / 2 h / -78 °C

4.2: 0 °C

With n-butyllithium; boron trichloride; In tetrahydrofuran; hexane; dichloromethane;