N-phenyl-3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]borazole-7-yl)propanamide

Base Information

Chemical Name:N-phenyl-3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]borazole-7-yl)propanamide
CAS No.:1268335-77-8
Molecular Formula:C₁₆H₁₆BNO₃
Molecular Weight:281.119
Hs Code.:

Synonyms:N-phenyl-3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]borazole-7-yl)propanamide

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Chemical Property of N-phenyl-3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]borazole-7-yl)propanamide

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Technology Process of N-phenyl-3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]borazole-7-yl)propanamide

There total 16 articles about N-phenyl-3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]borazole-7-yl)propanamide 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: 71.2%

: 1268335-33-6
3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-7-yl)propanoic acid

: 62-53-3
aniline

: 1268335-77-8
N-phenyl-3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]borazole-7-yl)propanamide

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 25 ℃;

Reference yield:

: 59346-22-4
2,6-bis(hydroxymethyl)bromobenzene

: 1268335-77-8
N-phenyl-3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]borazole-7-yl)propanamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: silica gel; pyridinium chlorochromate / dichloromethane / 20 - 25 °C

2.1: toluene-4-sulfonic acid / toluene / Reflux

2.2: 2 h / Reflux

3.1: sodium tetrahydroborate / methanol / 1 h / 20 - 25 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 7 h / 20 - 25 °C

5.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C

5.2: -78 - 25 °C

6.1: sodium hydride / tetrahydrofuran; mineral oil / 20 h / 20 - 25 °C

7.1: hydrogen / platinum(IV) oxide trihydrate / methanol / 20 - 25 °C

8.1: sodium hydroxide; water / methanol / 1 h / Reflux

8.2: pH 2 / Acidic conditions

9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 25 °C

With sodium tetrahydroborate; n-butyllithium; water; hydrogen; silica gel; sodium hydride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; sodium hydroxide; platinum(IV) oxide trihydrate; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; mineral oil;

Reference yield:

: 22433-91-6
2-bromoisophthalic acid

: 1268335-77-8
N-phenyl-3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]borazole-7-yl)propanamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: thionyl chloride / 9 h / 100 °C

1.2: 2 h / 20 - 25 °C

2.1: lithium borohydride / diethyl ether; tetrahydrofuran / 20 - 25 °C

2.2: pH 6 - 7

3.1: silica gel; pyridinium chlorochromate / dichloromethane / 20 - 25 °C

4.1: toluene-4-sulfonic acid / toluene / Reflux

4.2: 2 h / Reflux

5.1: sodium tetrahydroborate / methanol / 1 h / 20 - 25 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 7 h / 20 - 25 °C

7.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C

7.2: -78 - 25 °C

8.1: sodium hydride / tetrahydrofuran; mineral oil / 20 h / 20 - 25 °C

9.1: hydrogen / platinum(IV) oxide trihydrate / methanol / 20 - 25 °C

10.1: sodium hydroxide; water / methanol / 1 h / Reflux

10.2: pH 2 / Acidic conditions

11.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 25 °C

With sodium tetrahydroborate; lithium borohydride; n-butyllithium; thionyl chloride; water; hydrogen; silica gel; sodium hydride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; sodium hydroxide; platinum(IV) oxide trihydrate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; mineral oil;