4-[3-(3-ethoxycarbonylmethyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-[3-(3-ethoxycarbonylmethyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester
CAS No.:1196474-98-2
Molecular Formula:C₂₇H₃₅BN₂O₇
Molecular Weight:510.395
Hs Code.:

Synonyms:4-[3-(3-ethoxycarbonylmethyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-[3-(3-ethoxycarbonylmethyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-[3-(3-ethoxycarbonylmethyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester

There total 5 articles about 4-[3-(3-ethoxycarbonylmethyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester 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: 53.7%

: 1196475-00-9
[6-(3-formyl-phenoxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 1196474-98-2
4-[3-(3-ethoxycarbonylmethyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: [6-(3-formyl-phenoxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester; 1-t-Butoxycarbonylpiperazine; With acetic acid; orthoformic acid triethyl ester; In 1,2-dichloro-ethane; at 20 ℃; for 0.75h;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; for 3h;

Reference yield:

: 1196475-04-3
2-bromo-4-(3-[1,3]dioxolan-2-yl-phenoxy)-benzaldehyde

: 1196474-98-2
4-[3-(3-ethoxycarbonylmethyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 3.5 h / 90 °C

2.1: chloro-trimethyl-silane; zinc / tetrahydrofuran / 20 - 40 °C

2.2: 1.5 h / 0 - 20 °C

3.1: acetic acid / tetrahydrofuran; water / 1.5 h / 60 °C

4.1: acetic acid; orthoformic acid triethyl ester / 1,2-dichloro-ethane / 0.75 h / 20 °C

4.2: 3 h / 20 °C

With chloro-trimethyl-silane; potassium acetate; acetic acid; orthoformic acid triethyl ester; zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

: 100-83-4
meta-hydroxybenzaldehyde

: 1196474-98-2
4-[3-(3-ethoxycarbonylmethyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid; orthoformic acid triethyl ester / 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 55 °C

3.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 3.5 h / 90 °C

4.1: chloro-trimethyl-silane; zinc / tetrahydrofuran / 20 - 40 °C

4.2: 1.5 h / 0 - 20 °C

5.1: acetic acid / tetrahydrofuran; water / 1.5 h / 60 °C

6.1: acetic acid; orthoformic acid triethyl ester / 1,2-dichloro-ethane / 0.75 h / 20 °C

6.2: 3 h / 20 °C

With chloro-trimethyl-silane; potassium acetate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; orthoformic acid triethyl ester; zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;