3-[2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propionic acid

Base Information

Chemical Name:3-[2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propionic acid
CAS No.:134848-98-9
Molecular Formula:C₁₆H₂₅NO₆
Molecular Weight:327.378
Hs Code.:

Synonyms:3-[2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propionic acid

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Chemical Property of 3-[2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propionic acid

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Technology Process of 3-[2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propionic acid

There total 1 articles about 3-[2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propionic acid 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: 98.0%

: 134848-97-8
(4S,5R)-5-(2-But-3-enyl-[1,3]dioxolan-2-yl)-4-cyclohexylmethyl-oxazolidin-2-one

: 134848-98-9
3-[2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propionic acid

Guidance literature:: With sodium periodate; RuO₂/C; In water; acetone; for 0.5h;
DOI:10.1021/jm00113a005

Reference yield: 95.0%

: 134848-98-9
3-[2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propionic acid

: 134848-81-0
(4S,5R)-4-(cyclohexylmethyl)-5-<2-(3-hydroxypropyl)-1,3-dioxolan-2-yl>-2-oxazolidinone

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; for 3h; Ambient temperature;
DOI:10.1021/jm00113a005

Reference yield:

: 134848-98-9
3-[2-((4S,5R)-4-Cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propionic acid

: 134848-84-3
(3S,12R,13S)-13-(cyclohexylmethyl)-3-<<(1,1-dimethylethoxy)carbonyl>amino>-12-hydroxy-2,6,11-trioxo-1,7-diazacyclotridecane ethylene glycol ketal

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / BH₃*SMe₂ / tetrahydrofuran / 3 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3: LiN₃ / dimethylformamide / Ambient temperature

4: 992 mg / Ba(OH)2 / dioxane; H₂O / Heating

5: benzotriazole monohydrate (HOBt), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / CH₂Cl₂ / 0 - 20 °C

6: 49 mg / H₂ / 10percent Pd/C / methanol / 2068.6 Torr

7: diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) 0 deg C, 2.) 7.5 deg C, 3 d, 3.) RT, 16 h

With barium dihydroxide; lithium azide; dimethylsulfide borane complex; 1-Hydrobenzotriazole monohydrate; diphenyl phosphoryl azide; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00113a005