cis-[4S,4(1'S)]-4-(1'-hydroxy-3'-phenyl-2'-propenyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:cis-[4S,4(1'S)]-4-(1'-hydroxy-3'-phenyl-2'-propenyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:331821-60-4
Molecular Formula:C₁₉H₂₇NO₄
Molecular Weight:333.428
Hs Code.:

Synonyms:cis-[4S,4(1'S)]-4-(1'-hydroxy-3'-phenyl-2'-propenyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of cis-[4S,4(1'S)]-4-(1'-hydroxy-3'-phenyl-2'-propenyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of cis-[4S,4(1'S)]-4-(1'-hydroxy-3'-phenyl-2'-propenyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

There total 4 articles about cis-[4S,4(1'S)]-4-(1'-hydroxy-3'-phenyl-2'-propenyl)-2,2-dimethyloxazolidine-3-carboxylic 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: 87.0%

: 241478-34-2
tert-butyl (4S)-4-<(1S)-1-hydroxy-3-phenyl-2-propynyl>-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 331821-60-4
cis-[4S,4(1'S)]-4-(1'-hydroxy-3'-phenyl-2'-propenyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With hydrogen; ethylenediamine; P-2 Ni; In ethanol;
DOI:10.1021/jo001257i

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 331821-60-4
cis-[4S,4(1'S)]-4-(1'-hydroxy-3'-phenyl-2'-propenyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / ZnBr₂ / diethyl ether / -78 - 20 °C

2: 87 percent / H₂; ethylenediamine / P-2 Ni / ethanol

With hydrogen; ethylenediamine; zinc dibromide; P-2 Ni; In diethyl ether; ethanol;
DOI:10.1021/jo001257i

Reference yield:

: 536-74-3
phenylacetylene

: 331821-60-4
cis-[4S,4(1'S)]-4-(1'-hydroxy-3'-phenyl-2'-propenyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi; 18-crown-6 / tetrahydrofuran; hexane / 1.17 h / -78 °C

1.2: 8 percent / tetrahydrofuran; hexane / 2.25 h / -78 °C

2.1: 87 percent / H₂; ethylenediamine / P-2 Ni / ethanol

With n-butyllithium; 18-crown-6 ether; hydrogen; ethylenediamine; P-2 Ni; In tetrahydrofuran; ethanol; hexane;
DOI:10.1021/jo001257i