Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat

Base Information

• Chemical Name: Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat
• CAS No.: 127027-63-8
• Molecular Formula: C₁₉H₂₀BrN₃O₅
• Molecular Weight: 450.289
• Mol file: 127027-63-8.mol

Synonyms:Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat

Chemical Property of Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat

There total 4 articles about Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat 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: 62.0%

ethyl-2-azidoacetate (637-81-0) + 4-benzyloxy-6-bromo-3-methoxybenzaldehyde (40705-22-4) → Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat (127027-63-8)

Guidance literature:

With sodium; In tetrahydrofuran; ethanol; at -30 ℃; for 1.5h;

DOI:10.1002/hlca.19890720717

Reference yield:

vanillin acetate (881-68-5) → Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat (127027-63-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 62 percent / Br₂, NaOAc, I₂, AcOH / 1.) 45 deg C, 2 h, 2.) room temperature, 16 h

2: 88 percent / KOH / tetrahydrofuran; H₂O / 2 h / Ambient temperature

3: 98 percent / dimethylformamide / 3 h / 80 °C

4: 62 percent / Na / ethanol; tetrahydrofuran / 1.5 h / -30 °C

With potassium hydroxide; bromine; iodine; sodium acetate; sodium; acetic acid; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19890720717

Reference yield:

4-acetoxy-2-bromo-5-methoxybenzaldehyde (52783-83-2) → Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat (127027-63-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / KOH / tetrahydrofuran; H₂O / 2 h / Ambient temperature

2: 98 percent / dimethylformamide / 3 h / 80 °C

3: 62 percent / Na / ethanol; tetrahydrofuran / 1.5 h / -30 °C

With potassium hydroxide; sodium; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19890720717

upstream raw materials:

ethyl-2-azidoacetate

4-benzyloxy-6-bromo-3-methoxybenzaldehyde

vanillin acetate

4-acetoxy-2-bromo-5-methoxybenzaldehyde

Downstream raw materials:

6-(Benzyloxy)-7-methoxy-4-nitro-1H-indol-2-carbonsaeure-ethylester

Ethyl-6-(benzyloxy)-4-bromo-7-methoxyindol-2-carboxylat

Ethyl-6-(benzyloxy)-7-methoxyindol-2-carboxylat