trans-3-{[4-(Boc-methyl-amino)-cyclohexylamino]-methyl}-4-fluoro-benzeneboronic acid

Base Information

• Chemical Name: trans-3-{[4-(Boc-methyl-amino)-cyclohexylamino]-methyl}-4-fluoro-benzeneboronic acid
• CAS No.: 1025061-41-9
• Molecular Formula: C₁₉H₃₀BFN₂O₄
• Molecular Weight: 380.268
• Mol file: 1025061-41-9.mol

Synonyms:trans-3-{[4-(Boc-methyl-amino)-cyclohexylamino]-methyl}-4-fluoro-benzeneboronic acid

Chemical Property of trans-3-{[4-(Boc-methyl-amino)-cyclohexylamino]-methyl}-4-fluoro-benzeneboronic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-3-{[4-(Boc-methyl-amino)-cyclohexylamino]-methyl}-4-fluoro-benzeneboronic acid

There total 4 articles about trans-3-{[4-(Boc-methyl-amino)-cyclohexylamino]-methyl}-4-fluoro-benzeneboronic 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: 80.0%

trans-N-methyl-N-tert-butoxycarbonyl-1,4-diaminocyclohexane (566172-79-0) + (4-fluoro-3-formylphenyl)boronic acid (374538-01-9) → trans-3-{[4-(Boc-methyl-amino)-cyclohexylamino]-methyl}-4-fluoro-benzeneboronic acid (1025061-41-9)

Guidance literature:

trans-N-methyl-N-tert-butoxycarbonyl-1,4-diaminocyclohexane; (4-fluoro-3-formylphenyl)boronic acid; With acetic acid; In tetrahydrofuran; toluene; at 20 ℃; for 18h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; toluene; at 20 ℃; for 6h;

With sodium hydrogencarbonate; In tetrahydrofuran; water; toluene;

Reference yield:

(1r,4r)-N1-methylcyclohexane-1,4-diamine (15803-59-5,1932261-28-3,38362-02-6) → trans-3-{[4-(Boc-methyl-amino)-cyclohexylamino]-methyl}-4-fluoro-benzeneboronic acid (1025061-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzaldehyde / toluene / 6 h / Heating / reflux

1.2: 3.25 h / 20 °C

2.1: acetic acid / tetrahydrofuran; toluene / 18 h / 20 °C

2.2: 6 h / 20 °C

With benzaldehyde; acetic acid; In tetrahydrofuran; toluene;

Reference yield:

n-butyl trans-(4-aminocyclohexyl)-carbamate (566172-78-9) → trans-3-{[4-(Boc-methyl-amino)-cyclohexylamino]-methyl}-4-fluoro-benzeneboronic acid (1025061-41-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 18.5 h / 0 °C / Heating / reflux

1.2: 2.16 h / 0 - 20 °C

2.1: benzaldehyde / toluene / 6 h / Heating / reflux

2.2: 3.25 h / 20 °C

3.1: acetic acid / tetrahydrofuran; toluene / 18 h / 20 °C

3.2: 6 h / 20 °C

With lithium aluminium tetrahydride; benzaldehyde; acetic acid; In tetrahydrofuran; toluene;

upstream raw materials:

trans-N-methyl-N-tert-butoxycarbonyl-1,4-diaminocyclohexane

(4-fluoro-3-formylphenyl)boronic acid

(1r,4r)-N¹-methylcyclohexane-1,4-diamine

n-butyl trans-(4-aminocyclohexyl)-carbamate