4-nitrobenzyl 3-aminopropylcarbamate

Base Information

• Chemical Name: 4-nitrobenzyl 3-aminopropylcarbamate
• CAS No.: 816457-31-5
• Molecular Formula: C₁₁H₁₅N₃O₄
• Molecular Weight: 253.258

Synonyms:4-nitrobenzyl 3-aminopropylcarbamate

Chemical Property of 4-nitrobenzyl 3-aminopropylcarbamate

Chemical Property:

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Technology Process of 4-nitrobenzyl 3-aminopropylcarbamate

There total 1 articles about 4-nitrobenzyl 3-aminopropylcarbamate 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: 30.0%

Trimethylenediamine (109-76-2,54018-94-9) + 4-nitrobenzyl chloroformate (4457-32-3) → 4-nitrobenzyl 3-aminopropylcarbamate (816457-31-5) + [3-(4-nitro-benzyloxycarbonylamino)-propyl]-carbamic acid 4-nitro-benzyl ester

Guidance literature:

Trimethylenediamine; With methanesulfonic acid; at 0 ℃;

4-nitrobenzyl chloroformate; With methanesulfonic acid; potassium carbonate; In 1,2-dimethoxyethane; ethanol; at 20 ℃; for 1h; pH=3.8 - 4.1;

DOI:10.1021/ol0480630

Reference yield:

4-nitrobenzyl 3-aminopropylcarbamate (816457-31-5) + C27H47N5O6Si2 → tert-butyl {9-[(2R,3R,4R,5R)-3,4-bis[(tert-butyldimethylsilyl)oxy]-5-({[3-({[(4-nitrobenzyl)oxy]carbonyl}amino)propyl]amino}methyl)tetrahydrofuran-2-yl]-9H-purin-6-yl}carbamate

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 16h;

DOI:10.1002/ejoc.201800798

Reference yield:

4-nitrobenzyl 3-aminopropylcarbamate (816457-31-5) + 3-{[3-(1-triphenylmethyl-1H-imidazol-4-yl)propyl]amino}propan-1-ol (816457-30-4) + ethanolamine (141-43-5) + trifluoroacetic acid (76-05-1) → [3-(3-{(2-amino-ethyl)-[3-(1H-imidazol-4-yl)-propyl]-amino}-propylamino)-propyl]-carbamic acid 4-nitro-benzyl ester; compound with trifluoro-acetic acid

Guidance literature:

Multistep reaction;

DOI:10.1021/ol0480630

upstream raw materials:

Trimethylenediamine

4-nitrobenzyl chloroformate

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