Methanesulfonic acid 3-[2-((4S,5R)-4-cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propyl ester

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Chemical Name:Methanesulfonic acid 3-[2-((4S,5R)-4-cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propyl ester
CAS No.:135912-99-1
Molecular Formula:C₁₇H₂₉NO₇S
Molecular Weight:391.486
Hs Code.:

Synonyms:Methanesulfonic acid 3-[2-((4S,5R)-4-cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propyl ester

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Chemical Property of Methanesulfonic acid 3-[2-((4S,5R)-4-cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propyl ester

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Technology Process of Methanesulfonic acid 3-[2-((4S,5R)-4-cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propyl ester

There total 2 articles about Methanesulfonic acid 3-[2-((4S,5R)-4-cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propyl 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:

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

: 124-63-0
methanesulfonyl chloride

: 135912-99-1
Methanesulfonic acid 3-[2-((4S,5R)-4-cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
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

: 135912-99-1
Methanesulfonic acid 3-[2-((4S,5R)-4-cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

2: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With dimethylsulfide borane complex; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00113a005

Reference yield:

: 135912-99-1
Methanesulfonic acid 3-[2-((4S,5R)-4-cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-[1,3]dioxolan-2-yl]-propyl ester

: (3S,11R,12R,13S)-3-Amino-13-cyclohexylmethyl-11,12-dihydroxy-1,7-diaza-cyclotridecane-2,6-dione

Guidance literature:: Multi-step reaction with 10 steps

1: LiN₃ / dimethylformamide / Ambient temperature

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

3: 1 N aq. HCl / 60 - 65 °C

4: NaHCO₃ / tetrahydrofuran; H₂O / 4 °C

5: 57 percent / NaBH₄ / methanol / 0.25 h / 0 °C

6: TFA / CH₂Cl₂ / Ambient temperature

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

8: 52 percent / H₂, AcOH / 10percent Pd/C / methanol; tetrahydrofuran / 2068.6 Torr

9: 45 percent / diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) 0 deg C, 2.) 7.5 deg C, 3 d, 3.) RT, 16 h

10: TFA / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; barium dihydroxide; sodium tetrahydroborate; lithium azide; diphenyl phosphoryl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00113a005