[2-(4-benzyloxy-3-bromo-5-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester

Base Information

• Chemical Name: [2-(4-benzyloxy-3-bromo-5-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester
• CAS No.: 907602-50-0
• Molecular Formula: C₂₀H₂₄BrNO₄
• Molecular Weight: 422.319

Synonyms:[2-(4-benzyloxy-3-bromo-5-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester

Chemical Property of [2-(4-benzyloxy-3-bromo-5-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [2-(4-benzyloxy-3-bromo-5-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester

There total 2 articles about [2-(4-benzyloxy-3-bromo-5-hydroxyphenyl)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: 76.0%

5-(2-aminoethyl)-2-benzyloxy-3-bromophenol (907602-39-5) + di-tert-butyl dicarbonate (24424-99-5) → [2-(4-benzyloxy-3-bromo-5-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester (907602-50-0)

Guidance literature:

5-(2-aminoethyl)-2-benzyloxy-3-bromophenol; di-tert-butyl dicarbonate; In acetonitrile; for 3h;

With sodium carbonate; In methanol; water; at 20 ℃; for 12h;

DOI:10.1021/jm050708u

Reference yield:

carbonic acid 2-benzyloxy-3-bromo-5-(2-ethoxycarbonylamino-ethyl)-phenyl ester ethyl ester (404597-77-9) → [2-(4-benzyloxy-3-bromo-5-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester (907602-50-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrazine / dioxane / 0.5 h / 80 °C

2.1: acetonitrile / 3 h

2.2: 76 percent / Na₂CO₃ / methanol; H₂O / 12 h / 20 °C

With hydrazine; In 1,4-dioxane; acetonitrile;

DOI:10.1021/jm050708u

Reference yield: 95.0%

[2-(4-benzyloxy-3-bromo-5-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester (907602-50-0) + triisopropylsilyl chloride (13154-24-0) → {2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethyl}carbamic acid tert-butyl ester (907602-51-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm050708u

upstream raw materials:

5-(2-aminoethyl)-2-benzyloxy-3-bromophenol

di-tert-butyl dicarbonate

carbonic acid 2-benzyloxy-3-bromo-5-(2-ethoxycarbonylamino-ethyl)-phenyl ester ethyl ester

Downstream raw materials:

{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethyl}carbamic acid tert-butyl ester

2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethylamine

3-amino-N-{2-[4-benzyloxy-3-bromo-5-(triisopropyl-silanyloxy)phenyl]ethyl}propionamide

4-benzyloxy-5,20-dibromo-2-oxa-10,14-diaza-tricyclo[16.2.2.1^3,7]tricosa-1⁽²¹⁾,3⁽²³⁾,4,6,18⁽²²⁾,19-hexaene-11,15-dione

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