4-(2-tert-butoxycarbonylamino-3-methoxycarbonylpropyl)benzoic acid tert-butyl ester

Base Information

Chemical Name:4-(2-tert-butoxycarbonylamino-3-methoxycarbonylpropyl)benzoic acid tert-butyl ester
CAS No.:473259-72-2
Molecular Formula:C₂₁H₃₁NO₆
Molecular Weight:393.48
Hs Code.:

Synonyms:4-(2-tert-butoxycarbonylamino-3-methoxycarbonylpropyl)benzoic acid tert-butyl ester

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Chemical Property of 4-(2-tert-butoxycarbonylamino-3-methoxycarbonylpropyl)benzoic acid tert-butyl ester

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Technology Process of 4-(2-tert-butoxycarbonylamino-3-methoxycarbonylpropyl)benzoic acid tert-butyl ester

There total 5 articles about 4-(2-tert-butoxycarbonylamino-3-methoxycarbonylpropyl)benzoic acid tert-butyl ester 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: 73.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 67-56-1
methanol

: 214750-69-3
4-(2-tert-butoxycarbonylamino-2-carboxyethyl)benzoic acid tert-butyl ester

: 473259-72-2
4-(2-tert-butoxycarbonylamino-3-methoxycarbonylpropyl)benzoic acid tert-butyl ester

Guidance literature:: 4-(2-tert-butoxycarbonylamino-2-carboxyethyl)benzoic acid tert-butyl ester; With isobutyl chloroformate; In tetrahydrofuran; at -20 ℃; for 0.25h;

diazomethane; In tetrahydrofuran; at 20 ℃; for 2h;

methanol; With silver benzoate; triethylamine; at 0 - 20 ℃; for 0.75h;

Reference yield:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 67-56-1
methanol

: 4-(2-tert-butoxycarbonylamino-3-isobutoxycarbonyloxy-3-oxo-propyl)-benzoic acid tert-butyl ester

: 473259-72-2
4-(2-tert-butoxycarbonylamino-3-methoxycarbonylpropyl)benzoic acid tert-butyl ester

Guidance literature:: diazomethane; 4-(2-tert-butoxycarbonylamino-3-isobutoxycarbonyloxy-3-oxo-propyl)-benzoic acid tert-butyl ester; In tetrahydrofuran; diethyl ether; at 20 ℃; for 2h;

methanol; With silver benzoate; triethylamine; at 0 - 20 ℃; for 0.75h;
DOI:10.1021/jm0300680

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 473259-72-2
4-(2-tert-butoxycarbonylamino-3-methoxycarbonylpropyl)benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / dimethylformamide / 48 h / 20 °C

2.1: 6.2 g / LiOH; LiBr; nBu₄NBr / acetonitrile / 20 °C

3.1: N-methylmorpholine / tetrahydrofuran / 0.25 h / -20 °C

4.1: tetrahydrofuran; diethyl ether / 2 h / 20 °C

4.2: 2.36 g / silver benzoate; Et₃N / 0.75 h / 0 - 20 °C

With 4-methyl-morpholine; lithium hydroxide; tetrabutylammomium bromide; triethylamine; lithium bromide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetonitrile; 4.1: Arndt-Eistert homologation;
DOI:10.1021/jm0300680