tert-butyl (4S)-4-[(1R)-1-hydroxy-3-(4-methylphenyl)-2-propynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (4S)-4-[(1R)-1-hydroxy-3-(4-methylphenyl)-2-propynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
CAS No.:308795-88-2
Molecular Formula:C₂₀H₂₇NO₄
Molecular Weight:345.439
Hs Code.:

Synonyms:tert-butyl (4S)-4-[(1R)-1-hydroxy-3-(4-methylphenyl)-2-propynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

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Chemical Property of tert-butyl (4S)-4-[(1R)-1-hydroxy-3-(4-methylphenyl)-2-propynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

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Technology Process of tert-butyl (4S)-4-[(1R)-1-hydroxy-3-(4-methylphenyl)-2-propynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

There total 1 articles about tert-butyl (4S)-4-[(1R)-1-hydroxy-3-(4-methylphenyl)-2-propynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 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: 70.0%

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

: 766-97-2
4-n-methylphenylacetylene

: 308795-88-2
tert-butyl (4S)-4-[(1R)-1-hydroxy-3-(4-methylphenyl)-2-propynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Guidance literature:: 4-n-methylphenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 2h;

(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Further stages.;
DOI:10.1021/jm000939v

Reference yield: 64.0%

: 308795-88-2
tert-butyl (4S)-4-[(1R)-1-hydroxy-3-(4-methylphenyl)-2-propynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 308795-89-3
tert-butyl (1S,2R)-2-hydroxy-1-(hydroxymethyl)-4-(4-methylphenyl)-3-butynylcarbamate

Guidance literature:: With methanol; toluene-4-sulfonic acid; at 20 ℃;
DOI:10.1021/jm000939v

Reference yield:

: 308795-88-2
tert-butyl (4S)-4-[(1R)-1-hydroxy-3-(4-methylphenyl)-2-propynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 308795-94-0
(2S,3R,4E)-2-amino-5-(4-methylphenyl)-4-pentene-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / p-TsOH; MeOH / 20 °C

2: 79 percent / red-Al / diethyl ether; toluene / 20 °C

3: 73 percent / aq. HCl / dioxane / 0.5 h / 100 °C

With hydrogenchloride; methanol; toluene-4-sulfonic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In 1,4-dioxane; diethyl ether; toluene;
DOI:10.1021/jm000939v