(S)-3-(tert-butoxycarbonyl(cyclopropylmethyl)amino)-2-(4-chlorophenyl)propanoic acid

Base Information

Chemical Name:(S)-3-(tert-butoxycarbonyl(cyclopropylmethyl)amino)-2-(4-chlorophenyl)propanoic acid
CAS No.:1001271-10-8
Molecular Formula:C₁₈H₂₄ClNO₄
Molecular Weight:353.846
Hs Code.:

Synonyms:(S)-3-(tert-butoxycarbonyl(cyclopropylmethyl)amino)-2-(4-chlorophenyl)propanoic acid

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Chemical Property of (S)-3-(tert-butoxycarbonyl(cyclopropylmethyl)amino)-2-(4-chlorophenyl)propanoic acid

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Technology Process of (S)-3-(tert-butoxycarbonyl(cyclopropylmethyl)amino)-2-(4-chlorophenyl)propanoic acid

There total 3 articles about (S)-3-(tert-butoxycarbonyl(cyclopropylmethyl)amino)-2-(4-chlorophenyl)propanoic acid 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%

: 1001271-12-0
(S)-2-(4-chlorophenyl)-3-(cyclopropylmethylamino)propanoic acid hydrochloride

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

: 1001271-10-8
(S)-3-(tert-butoxycarbonyl(cyclopropylmethyl)amino)-2-(4-chlorophenyl)propanoic acid

Guidance literature:: With tetramethyl ammoniumhydroxide; In water; acetonitrile; at 20 ℃; Product distribution / selectivity;

Reference yield:

: 1001271-08-4
tert-butyl (S)-3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-(4-chlorophenyl)-3-oxopropyl(cyclopropylmethyl)carbamate

: 1001271-10-8
(S)-3-(tert-butoxycarbonyl(cyclopropylmethyl)amino)-2-(4-chlorophenyl)propanoic acid

Guidance literature:: With water; dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 12h;
DOI:10.1021/jm301024w

Reference yield:

: 220041-96-3
(R)-4-benzyl-3-(2-(4-chlorophenyl)acetyl)oxazolidin-2-one

: 1001271-10-8
(S)-3-(tert-butoxycarbonyl(cyclopropylmethyl)amino)-2-(4-chlorophenyl)propanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane; toluene / 0.25 h / -78 °C

1.2: 1.75 h / -78 - 20 °C

2.1: lithium hydroxide; water; dihydrogen peroxide / tetrahydrofuran / 12 h / 0 °C

With water; dihydrogen peroxide; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; toluene; 1.2: |Mannich Aminomethylation;
DOI:10.1021/jm301024w