1-{2-[4-(carbamimidoyl)-phenyl]-acetylamino}-1-[(3-carboxy-2-hydroxy)benzyl]-methylboronic acid

Base Information

Chemical Name:1-{2-[4-(carbamimidoyl)-phenyl]-acetylamino}-1-[(3-carboxy-2-hydroxy)benzyl]-methylboronic acid
CAS No.:1256336-43-2
Molecular Formula:C₁₈H₂₀BN₃O₆
Molecular Weight:385.184
Hs Code.:

Synonyms:1-{2-[4-(carbamimidoyl)-phenyl]-acetylamino}-1-[(3-carboxy-2-hydroxy)benzyl]-methylboronic acid

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Chemical Property of 1-{2-[4-(carbamimidoyl)-phenyl]-acetylamino}-1-[(3-carboxy-2-hydroxy)benzyl]-methylboronic acid

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Technology Process of 1-{2-[4-(carbamimidoyl)-phenyl]-acetylamino}-1-[(3-carboxy-2-hydroxy)benzyl]-methylboronic acid

There total 9 articles about 1-{2-[4-(carbamimidoyl)-phenyl]-acetylamino}-1-[(3-carboxy-2-hydroxy)benzyl]-methylboronic 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:

: 1256337-23-1
3-[2-[(4-(benzyloxycarbonylamino-imino-methyl)-phenyl)acetylamino]-2-(2,9,9-trimethyl-3,5-doxa-4-bora-tricyclo[6.1.1.0.(2,6)]dec-4-yl)-ethyl]-2-methoxy-benzoic acid tert-butyl ester

: 1256336-43-2
1-{2-[4-(carbamimidoyl)-phenyl]-acetylamino}-1-[(3-carboxy-2-hydroxy)benzyl]-methylboronic acid

Guidance literature:: 3-[2-[(4-(benzyloxycarbonylamino-imino-methyl)-phenyl)acetylamino]-2-(2,9,9-trimethyl-3,5-doxa-4-bora-tricyclo[6.1.1.0.(2,6)]dec-4-yl)-ethyl]-2-methoxy-benzoic acid tert-butyl ester; With boron trichloride; In dichloromethane; at -78 - 0 ℃;

With water; In dichloromethane; at 0 ℃; Inert atmosphere;

Reference yield:

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

: 1256336-43-2
1-{2-[4-(carbamimidoyl)-phenyl]-acetylamino}-1-[(3-carboxy-2-hydroxy)benzyl]-methylboronic acid

Guidance literature:: Multi-step reaction with 6 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: pyridine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Cooling with ice bath

5.2: 2 h / 0 - 20 °C / Inert atmosphere

6.1: boron trichloride / dichloromethane / -78 - 0 °C

6.2: 0 °C / Inert atmosphere

With pyridine; n-butyllithium; boron trichloride; HATU; sulfuric acid; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 1256337-22-0
[4-(benzyloxycarbonylamino-imino-methyl)-phenyl]-acetic acid ethyl ester

: 1256336-43-2
1-{2-[4-(carbamimidoyl)-phenyl]-acetylamino}-1-[(3-carboxy-2-hydroxy)benzyl]-methylboronic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol; water; sodium hydroxide / 0 °C

2.1: pyridine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Cooling with ice bath

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: boron trichloride / dichloromethane / -78 - 0 °C

3.2: 0 °C / Inert atmosphere

With pyridine; methanol; water; boron trichloride; HATU; sodium hydroxide; In dichloromethane; N,N-dimethyl-formamide;