1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-bromomethyl-2-methoxy-5-nitrobenzene

Base Information

• Chemical Name: 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-bromomethyl-2-methoxy-5-nitrobenzene
• CAS No.: 221895-90-5
• Molecular Formula: C₁₇H₂₃BrN₂O₆
• Molecular Weight: 431.283
• Mol file: 221895-90-5.mol

Synonyms:1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-bromomethyl-2-methoxy-5-nitrobenzene

Chemical Property of 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-bromomethyl-2-methoxy-5-nitrobenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-bromomethyl-2-methoxy-5-nitrobenzene

There total 5 articles about 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-bromomethyl-2-methoxy-5-nitrobenzene 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: 88.0%

1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-(hydroxymethyl)-2-methoxy-5-nitrobenzene (221303-10-2) → 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-bromomethyl-2-methoxy-5-nitrobenzene (221895-90-5)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In ethyl acetate; at 25 ℃; for 1h;

DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G

Reference yield:

vanillin (121-33-5,8014-42-4) → 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-bromomethyl-2-methoxy-5-nitrobenzene (221895-90-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / K₂CO₃, KI / acetonitrile / 12 h / Heating

2: Ac₂O, HNO₃ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 2 h

3: NaBH₄ / ethanol / 4 h / 0 °C

4: 88 percent / CBr₄, PPh₃ / ethyl acetate / 1 h / 25 °C

With sodium tetrahydroborate; carbon tetrabromide; nitric acid; acetic anhydride; potassium carbonate; triphenylphosphine; potassium iodide; In ethanol; ethyl acetate; acetonitrile;

DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G

Reference yield:

allyl (5-bromopentyl)carbamate (221303-08-8) → 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-bromomethyl-2-methoxy-5-nitrobenzene (221895-90-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / K₂CO₃, KI / acetonitrile / 12 h / Heating

2: Ac₂O, HNO₃ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 2 h

3: NaBH₄ / ethanol / 4 h / 0 °C

4: 88 percent / CBr₄, PPh₃ / ethyl acetate / 1 h / 25 °C

With sodium tetrahydroborate; carbon tetrabromide; nitric acid; acetic anhydride; potassium carbonate; triphenylphosphine; potassium iodide; In ethanol; ethyl acetate; acetonitrile;

DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G

upstream raw materials:

1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-(hydroxymethyl)-2-methoxy-5-nitrobenzene

vanillin

allyl (5-bromopentyl)carbamate

4-<(N-allyloxycarbonyl)-5-aminopent-1-yl-oxy>-3-methoxybenzaldehyde

Downstream raw materials:

3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-5'-O-(tert-butyldiphenylsilyl)-N-6-benzoyladenosine

3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethyl>thymidine

3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-N-6-benzoyladenosine