tert-butyl (4S,5R)-5-[3-(4-aminophenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (4S,5R)-5-[3-(4-aminophenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate
CAS No.:342897-30-7
Molecular Formula:C₂₁H₃₀N₄O₅
Molecular Weight:418.493
Hs Code.:

Synonyms:tert-butyl (4S,5R)-5-[3-(4-aminophenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

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Chemical Property of tert-butyl (4S,5R)-5-[3-(4-aminophenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

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Technology Process of tert-butyl (4S,5R)-5-[3-(4-aminophenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

There total 7 articles about tert-butyl (4S,5R)-5-[3-(4-aminophenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-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:

: 342897-29-4
(4S,5R)-4-Isopropyl-2,2-dimethyl-5-[4-(4-nitro-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazol-2-yl]-oxazolidine-3-carboxylic acid tert-butyl ester

: 342897-30-7
tert-butyl (4S,5R)-5-[3-(4-aminophenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

Guidance literature:: With hydrogen; palladium dihydroxide; In 1,4-dioxane; methanol; water; at 20 ℃; for 2.5h;
DOI:10.1016/S0968-0896(01)00007-4

Reference yield:

: 250165-20-9
tert-butoxy-N-[(1S)-1-((2R)-oxiran-2-yl)-2-methylpropyl]carboxamide

: 342897-30-7
tert-butyl (4S,5R)-5-[3-(4-aminophenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 59 percent / Li₂CO₃ / dimethylformamide / 17 h / 100 °C

2: 90 percent / 10-camphorsulfonic acid / dimethylformamide / 2 h / 20 °C

3: 8.74 g / potassium carbonate / methanol / 3 h / 20 °C

4: 73 percent / NaIO₄; RuCl₃*nH₂O / CCl₄; acetonitrile; H₂O

5: N-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / dimethylformamide / 20 °C

6: triethylamine / tetrahydrofuran / 15 h / 80 °C

7: 353 mg / hydrogen / Pd(OH)2/C / methanol; dioxane; H₂O / 2.5 h / 20 °C

With ruthenium trichloride; sodium periodate; (1S)-10-camphorsulfonic acid; hydrogen; lithium carbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0968-0896(01)00007-4

Reference yield:

: 342897-06-7
(4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-5-carboxylic acid

: 342897-30-7
tert-butyl (4S,5R)-5-[3-(4-aminophenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: N-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / dimethylformamide / 20 °C

2: triethylamine / tetrahydrofuran / 15 h / 80 °C

3: 353 mg / hydrogen / Pd(OH)2/C / methanol; dioxane; H₂O / 2.5 h / 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(01)00007-4