isopropyl (1R,2S)-1-amino-2-vinylcyclopropane-1-carboxylic acid p-toluenesulfonic acid salt

Base Information

Chemical Name:isopropyl (1R,2S)-1-amino-2-vinylcyclopropane-1-carboxylic acid p-toluenesulfonic acid salt
CAS No.:1283716-33-5
Molecular Formula:C₇H₈O₃S*C₉H₁₅NO₂
Molecular Weight:341.428
Hs Code.:

Synonyms:isopropyl (1R,2S)-1-amino-2-vinylcyclopropane-1-carboxylic acid p-toluenesulfonic acid salt

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Chemical Property of isopropyl (1R,2S)-1-amino-2-vinylcyclopropane-1-carboxylic acid p-toluenesulfonic acid salt

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Technology Process of isopropyl (1R,2S)-1-amino-2-vinylcyclopropane-1-carboxylic acid p-toluenesulfonic acid salt

There total 4 articles about isopropyl (1R,2S)-1-amino-2-vinylcyclopropane-1-carboxylic acid p-toluenesulfonic acid salt 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: 83.0%

: 1283716-39-1
(1S,2S)-2-vinylcyclopropane-1,1-dicarboxylic acid isopropyl ester dibenzylamine salt

: 104-15-4
toluene-4-sulfonic acid

: 1283716-33-5
isopropyl (1R,2S)-1-amino-2-vinylcyclopropane-1-carboxylic acid p-toluenesulfonic acid salt

Guidance literature:: (1S,2S)-2-vinylcyclopropane-1,1-dicarboxylic acid isopropyl ester dibenzylamine salt; With phosphoric acid; In tert-butyl methyl ether; water; at 20 ℃; for 0.166667h;

With chloroformic acid ethyl ester; triethylamine; In tert-butyl methyl ether; water; at -5 - 0 ℃; for 0.166667h;

toluene-4-sulfonic acid; Temperature; Further stages;

Reference yield:

: C₁₄H₂₃NO₄

: 104-15-4
toluene-4-sulfonic acid

: 1283716-33-5
isopropyl (1R,2S)-1-amino-2-vinylcyclopropane-1-carboxylic acid p-toluenesulfonic acid salt

Guidance literature:: In isopropyl alcohol; at 50 ℃; for 12h;
DOI:10.1021/op200038y

Reference yield:

: isopropyl (4R)-4-benzyloxy-2-isopropoxycarbonyl-5,6-isopropylidenedioxyhexanoic acid

: 1283716-33-5
isopropyl (1R,2S)-1-amino-2-vinylcyclopropane-1-carboxylic acid p-toluenesulfonic acid salt

Guidance literature:: Multi-step reaction with 8 steps

1.1: hydrogen; 10 wt% Pd(OH)2 on carbon / tetrahydrofuran; isopropyl alcohol / 20 °C

2.1: triethylamine / dichloromethane / 1 h / 20 °C / Cooling with ice

3.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 1 h / 20 °C / Inert atmosphere; Cooling with ice

4.1: sodium hydride / methanol / 20 °C

5.1: triethylamine / dichloromethane / 2.5 h / 20 °C / Cooling with ice

6.1: sodium iodide; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 4.5 h / 80 °C

7.1: tetramethyl ammoniumhydroxide / water; isopropyl alcohol / 6 h / 40 °C

7.2: 0.5 h / Cooling with ice

8.1: phosphoric acid / water; tert-butyl methyl ether / 0.17 h / 20 °C

8.2: 0.17 h / -5 - 0 °C

With phosphoric acid; 10 wt% Pd(OH)2 on carbon; tetramethyl ammoniumhydroxide; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; isopropyl alcohol; paraffin oil;