3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl alcohol

Base Information

• Chemical Name: 3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl alcohol
• CAS No.: 204916-03-0
• Molecular Formula: C₁₅H₂₀INO₃
• Molecular Weight: 389.233
• Mol file: 204916-03-0.mol

Synonyms:3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl alcohol

Chemical Property of 3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl alcohol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl alcohol

There total 6 articles about 3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl alcohol 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:

3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl acetate (204916-02-9) → 3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl alcohol (204916-03-0)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.25h;

DOI:10.1021/jo990464j

Reference yield:

2-iodo-3-nitrobenzoic acid (5398-69-6) → 3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl alcohol (204916-03-0)

Guidance literature:

Multi-step reaction with 6 steps

1: B(OME)3 / tetrahydrofuran / 1.5 h / Heating

2: 75.8 g / DMAP; ET₃N / CH₂Cl₂ / 0.17 h / 0 °C

3: 91 percent / Fe; AcOH / aq. ethanol / 0.25 h / Heating

4: 48 percent / dioxane / 48 h / Heating

5: NaH / dimethylformamide / 1 h / 0 - 20 °C

6: aq. K₂CO₃ / methanol / 0.25 h / 20 °C

With dmap; Trimethyl borate; iron; sodium hydride; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Reduction / 2: Esterification / 3: Reduction / 4: Acylation / 5: Alkylation / 6: Hydrolysis;

DOI:10.1021/jo990464j

Reference yield:

(2-iodo-3-nitrophenyl)methanol (158616-08-1) → 3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl alcohol (204916-03-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 75.8 g / DMAP; ET₃N / CH₂Cl₂ / 0.17 h / 0 °C

2: 91 percent / Fe; AcOH / aq. ethanol / 0.25 h / Heating

3: 48 percent / dioxane / 48 h / Heating

4: NaH / dimethylformamide / 1 h / 0 - 20 °C

5: aq. K₂CO₃ / methanol / 0.25 h / 20 °C

With dmap; iron; sodium hydride; potassium carbonate; acetic acid; triethylamine; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Esterification / 2: Reduction / 3: Acylation / 4: Alkylation / 5: Hydrolysis;

DOI:10.1021/jo990464j

upstream raw materials:

3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)]amino-2-iodobenzyl acetate

2-iodo-3-nitrobenzoic acid

(2-iodo-3-nitrophenyl)methanol

3-amino-2-iodobenzyl acetate

Downstream raw materials:

3-[N-(tert-butyloxycarbonyl)-N-(2-propenyl)amino]-2-iodobenzaldehyde

3-[3-(allyl-tert-butoxycarbonyl-amino)-2-iodo-phenyl]-2-azido-acrylic acid methyl ester

3-[3-(allyl-tert-butoxycarbonyl-amino)-2-iodo-phenyl]-2-azido-3-hydroxy-propionic acid methyl ester