(2-{3-[4-(2-amino-ethyl)-2-bromo-phenoxy]-5-bromo-4-methoxy-phenyl}-ethyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (2-{3-[4-(2-amino-ethyl)-2-bromo-phenoxy]-5-bromo-4-methoxy-phenyl}-ethyl)-carbamic acid tert-butyl ester
• CAS No.: 511257-10-6
• Molecular Formula: C₂₂H₂₈Br₂N₂O₄
• Molecular Weight: 544.283
• Mol file: 511257-10-6.mol

Synonyms:(2-{3-[4-(2-amino-ethyl)-2-bromo-phenoxy]-5-bromo-4-methoxy-phenyl}-ethyl)-carbamic acid tert-butyl ester

Chemical Property of (2-{3-[4-(2-amino-ethyl)-2-bromo-phenoxy]-5-bromo-4-methoxy-phenyl}-ethyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-{3-[4-(2-amino-ethyl)-2-bromo-phenoxy]-5-bromo-4-methoxy-phenyl}-ethyl)-carbamic acid tert-butyl ester

There total 12 articles about (2-{3-[4-(2-amino-ethyl)-2-bromo-phenoxy]-5-bromo-4-methoxy-phenyl}-ethyl)-carbamic 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: 98.0%

{2-[3-bromo-5-(2-bromo-4-cyanomethyl-phenoxy)-4-methoxy-phenyl]-ethyl}-carbamic acid tert-butyl ester (511257-09-3) → (2-{3-[4-(2-amino-ethyl)-2-bromo-phenoxy]-5-bromo-4-methoxy-phenyl}-ethyl)-carbamic acid tert-butyl ester (511257-10-6)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 ℃; for 10h;

DOI:10.1016/S0040-4039(02)02378-X

Reference yield:

3-bromo-4,5-dihydroxybenzaldehyde (16414-34-9) → (2-{3-[4-(2-amino-ethyl)-2-bromo-phenoxy]-5-bromo-4-methoxy-phenyl}-ethyl)-carbamic acid tert-butyl ester (511257-10-6)

Guidance literature:

Multi-step reaction with 12 steps

1.1: Li₂CO₃ / dimethylformamide / 4 h

2.1: K₂CO₃ / 2 h

3.1: NaBH₄ / methanol / 0.5 h / 0 °C

4.1: n-Bu₃P; CCl₄ / 0 °C

5.1: Bu₄NCl / CH₂Cl₂; H₂O

6.1: BH₃*THF / tetrahydrofuran / 6 h / Heating

6.2: aq. HCL / methanol / 2 h / Heating

7.1: Et₃N / acetonitrile / 4 h / pH 8

8.1: 88 percent / K₂CO₃ / dimethylformamide / 5 h

9.1: NaBH₄ / methanol / 30 h / 0 °C

10.1: n-Bu₃P; CCl₄ / 0 °C

11.1: Bu₄NCl / CH₂Cl₂; H₂O

12.1: 98 percent / BH₃*THF / tetrahydrofuran / 10 h / 0 °C

With tetrachloromethane; sodium tetrahydroborate; borane-THF; tributylphosphine; tetrabutyl-ammonium chloride; lithium carbonate; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(02)02378-X

Reference yield:

3-bromo-4-methoxy-5-hydroxybenzaldehyde (23354-30-5) → (2-{3-[4-(2-amino-ethyl)-2-bromo-phenoxy]-5-bromo-4-methoxy-phenyl}-ethyl)-carbamic acid tert-butyl ester (511257-10-6)

Guidance literature:

Multi-step reaction with 11 steps

1.1: K₂CO₃ / 2 h

2.1: NaBH₄ / methanol / 0.5 h / 0 °C

3.1: n-Bu₃P; CCl₄ / 0 °C

4.1: Bu₄NCl / CH₂Cl₂; H₂O

5.1: BH₃*THF / tetrahydrofuran / 6 h / Heating

5.2: aq. HCL / methanol / 2 h / Heating

6.1: Et₃N / acetonitrile / 4 h / pH 8

7.1: 88 percent / K₂CO₃ / dimethylformamide / 5 h

8.1: NaBH₄ / methanol / 30 h / 0 °C

9.1: n-Bu₃P; CCl₄ / 0 °C

10.1: Bu₄NCl / CH₂Cl₂; H₂O

11.1: 98 percent / BH₃*THF / tetrahydrofuran / 10 h / 0 °C

With tetrachloromethane; sodium tetrahydroborate; borane-THF; tributylphosphine; tetrabutyl-ammonium chloride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(02)02378-X

upstream raw materials:

{2-[3-bromo-5-(2-bromo-4-cyanomethyl-phenoxy)-4-methoxy-phenyl]-ethyl}-carbamic acid tert-butyl ester

3-bromo-4,5-dihydroxybenzaldehyde

3-bromo-4-methoxy-5-hydroxybenzaldehyde

3,4-dihydroxybenzaldehyde

Downstream raw materials:

2-benzyloxyimino-3-(4-{5-[2-benzyloxyimino-2-(2-{3-bromo-4-[3-bromo-5-(2-tert-butoxycarbonylamino-ethyl)-2-methoxy-phenoxy]-phenyl}-ethylcarbamoyl)-ethyl]-3-bromo-2-methoxy-phenoxy}-5-bromo-2-nitro-phenyl)-propionic acid pentafluorophenyl ester

2-[(E)-Benzyloxyimino]-3-(4-{5-[2-[(E)-benzyloxyimino]-2-(2-{3-bromo-4-[3-bromo-5-(2-tert-butoxycarbonylamino-ethyl)-2-methoxy-phenoxy]-phenyl}-ethylcarbamoyl)-ethyl]-3-bromo-2-methoxy-phenoxy}-5-bromo-2-nitro-phenyl)-propionic acid ethyl ester