tert-butyl (3-(4-formyl-2-methoxy-5-nitrophenoxy)-propyl)carbamate

Base Information

• Chemical Name: tert-butyl (3-(4-formyl-2-methoxy-5-nitrophenoxy)-propyl)carbamate
• CAS No.: 864672-63-9
• Molecular Formula: C₁₆H₂₂N₂O₇
• Molecular Weight: 354.36
• Mol file: 864672-63-9.mol

Synonyms:tert-butyl (3-(4-formyl-2-methoxy-5-nitrophenoxy)-propyl)carbamate

Chemical Property of tert-butyl (3-(4-formyl-2-methoxy-5-nitrophenoxy)-propyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (3-(4-formyl-2-methoxy-5-nitrophenoxy)-propyl)carbamate

There total 5 articles about tert-butyl (3-(4-formyl-2-methoxy-5-nitrophenoxy)-propyl)carbamate 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: 93.0%

6-nitrovanillin (2454-72-0) + 3-bromopropylamine tert-butylcarbamate (83948-53-2) → tert-butyl (3-(4-formyl-2-methoxy-5-nitrophenoxy)-propyl)carbamate (864672-63-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 24h;

DOI:10.1021/acsinfecdis.7b00130

Reference yield:

N-tert-butoxycarbonyl-3-aminopropanol (58885-58-8) + 6-nitrovanillin (2454-72-0) → tert-butyl (3-(4-formyl-2-methoxy-5-nitrophenoxy)-propyl)carbamate (864672-63-9)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2008.01.096

Reference yield:

vanillin (121-33-5,8014-42-4) → tert-butyl (3-(4-formyl-2-methoxy-5-nitrophenoxy)-propyl)carbamate (864672-63-9)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / acetone / Reflux

2: trifluoroacetic acid; potassium nitrate / 0 °C

3: water; acetic acid; hydrogen bromide / 1 h / 85 °C

4: potassium carbonate / N,N-dimethyl-formamide / 24 h / 50 °C

With water; hydrogen bromide; potassium carbonate; acetic acid; potassium nitrate; trifluoroacetic acid; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/acsinfecdis.7b00130

upstream raw materials:

N-tert-butoxycarbonyl-3-aminopropanol

6-nitrovanillin

3-methoxy-4-(phenylmethoxy)benzaldehyde

4-(benzyloxy)-5-methoxy-2-nitrobenzaldehyde

Downstream raw materials:

4-(3-((tert-butoxycarbonyl)amino)propoxy)-5-methoxy-2-nitrobenzoic acid

tert-butyl (S)-(3-(4-(2-(hydroxymethyl)pyrrolidine-carbonyl)-2-methoxy-5-nitrophenoxy)propyl)carbamate

tert-butyl (S)-(3-(5-amino-4-(2-(hydroxymethyl)-pyrrolidine-1-carbonyl)-2-methoxyphenoxy)propyl)carbamate

tert-butyl (S)-(3-(5-(((allyloxy)carbonyl)amino)-4-(2-(hydroxymethyl)pyrrolidine-1-carbonyl)-2-methoxyphenoxy)propyl)carbamate