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

Base Information

• Chemical Name: 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-(hydroxymethyl)-2-methoxy-5-nitrobenzene
• CAS No.: 221303-10-2
• Molecular Formula: C₁₇H₂₄N₂O₇
• Molecular Weight: 368.387
• Mol file: 221303-10-2.mol

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

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

There total 4 articles about 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-(hydroxymethyl)-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:

[5-(4-formyl-2-methoxy-5-nitro-phenoxy)-pentyl]-carbamic acid allyl ester → 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-(hydroxymethyl)-2-methoxy-5-nitrobenzene (221303-10-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; Yield given; 1.) 0 deg C, 2 h, 2.) 25 deg C, 2 h;

DOI:10.1080/15257779908043067

Reference yield:

vanillin (121-33-5,8014-42-4) → 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-(hydroxymethyl)-2-methoxy-5-nitrobenzene (221303-10-2)

Guidance literature:

Multi-step reaction with 3 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

With sodium tetrahydroborate; nitric acid; acetic anhydride; potassium carbonate; potassium iodide; In ethanol; acetonitrile;

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

Reference yield:

4-<(N-allyloxycarbonyl)-5-aminopent-1-yl-oxy>-3-methoxybenzaldehyde (221303-09-9) → 1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-(hydroxymethyl)-2-methoxy-5-nitrobenzene (221303-10-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: NaBH₄ / ethanol / 4 h / 0 °C

With sodium tetrahydroborate; nitric acid; acetic anhydride; In ethanol;

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

upstream raw materials:

vanillin

allyl (5-bromopentyl)carbamate

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

Downstream raw materials:

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

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

3'-O-<4''-((N-dansyl)-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''-nitrophenylmethoxycarbonyl>-5'-O-(tert-butyldiphenylsilyl)thymidine