tert-butyl (4S,5R)-5-[3-(4-methoxy-2-methylphenyl)-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-methoxy-2-methylphenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate
CAS No.:342897-25-0
Molecular Formula:C₂₃H₃₃N₃O₆
Molecular Weight:447.532
Hs Code.:

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

There total 6 articles about tert-butyl (4S,5R)-5-[3-(4-methoxy-2-methylphenyl)-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: 59.0%

: 530-62-1
1,1'-carbonyldiimidazole

: 342897-24-9
tert-butyl (4S,5R)-5-{N-[(4-methoxy-2-methylphenyl)amino]carbamoyl}-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

: 342897-25-0
tert-butyl (4S,5R)-5-[3-(4-methoxy-2-methylphenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 80 ℃; for 15h;
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

: 342897-25-0
tert-butyl (4S,5R)-5-[3-(4-methoxy-2-methylphenyl)-2-oxo-1,3,4-oxadiazolin-5-yl]-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 6 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: 82 percent / N-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; N-methylmorpholine / dimethylformamide / 7 h / 20 °C

6: 59 percent / triethylamine / tetrahydrofuran / 15 h / 80 °C

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

Reference yield:

: 342897-05-6
tert-butyl (4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

: 342897-25-0
tert-butyl (4S,5R)-5-[3-(4-methoxy-2-methylphenyl)-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: 73 percent / NaIO₄; RuCl₃*nH₂O / CCl₄; acetonitrile; H₂O

2: 82 percent / N-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; N-methylmorpholine / dimethylformamide / 7 h / 20 °C

3: 59 percent / triethylamine / tetrahydrofuran / 15 h / 80 °C

With 4-methyl-morpholine; ruthenium trichloride; sodium periodate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0968-0896(01)00007-4