(1R)-(4-(triethylamino)-methyl)-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid bromide

Base Information

Chemical Name:(1R)-(4-(triethylamino)-methyl)-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid bromide
CAS No.:1256335-63-3
Molecular Formula:Br*C₂₃H₃₂BN₂O₆
Molecular Weight:523.232
Hs Code.:

Synonyms:(1R)-(4-(triethylamino)-methyl)-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid bromide

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Chemical Property of (1R)-(4-(triethylamino)-methyl)-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid bromide

Chemical Property:

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Technology Process of (1R)-(4-(triethylamino)-methyl)-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid bromide

There total 5 articles about (1R)-(4-(triethylamino)-methyl)-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid bromide 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:

: 1256337-30-0
[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]-triethyl-ammonium bromide

: 1256335-63-3
(1R)-(4-(triethylamino)-methyl)-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid bromide

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]-triethyl-ammonium 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

: 1256335-63-3
(1R)-(4-(triethylamino)-methyl)-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid bromide

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:

: 1155425-66-3
tert-butyl 3-dihydroxyboro-2-methoxybenzoate

: 1256335-63-3
(1R)-(4-(triethylamino)-methyl)-benzoylamino-(3-carboxy-2-hydroxy)benzyl-methyl boronic acid bromide

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 1 h / 20 °C

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

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

3.2: -100 - 0 °C / Inert atmosphere

3.3: -78 - 20 °C / Inert atmosphere

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

5.1: dichloromethane / 20 °C

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

6.2: 0 °C

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