N-((3aS,8S,9S,9aS,9bS)-5-Hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-C-p-tolyl-methanesulfonamide

Base Information

Chemical Name:N-((3aS,8S,9S,9aS,9bS)-5-Hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-C-p-tolyl-methanesulfonamide
CAS No.:126423-74-3
Molecular Formula:C₂₁H₂₇NO₇S
Molecular Weight:437.514
Hs Code.:

N-((3aS,8S,9S,9aS,9bS)-5-Hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-C-p-tolyl-methanesulfonamide

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Chemical Property of N-((3aS,8S,9S,9aS,9bS)-5-Hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-C-p-tolyl-methanesulfonamide

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Technology Process of N-((3aS,8S,9S,9aS,9bS)-5-Hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-C-p-tolyl-methanesulfonamide

There total 20 articles about N-((3aS,8S,9S,9aS,9bS)-5-Hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-C-p-tolyl-methanesulfonamide 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: 80.0%

: 126423-73-2
N-[(1S,2S)-1-((3aS,4S,7aS)-2,2-Dimethyl-6-oxo-hexahydro-benzo[1,3]dioxol-4-yl)-2-hydroxy-propyl]-C-p-tolyl-methanesulfonamide

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

: 126423-74-3,147514-08-7
N-((3aS,8S,9S,9aS,9bS)-5-Hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-C-p-tolyl-methanesulfonamide

Guidance literature:: With sodium hydride; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/ja00311a110

Reference yield:

: 99440-80-9
Oxo-acetic acid cyclohex-3-enyl ester

: 126423-74-3,147514-08-7
N-((3aS,8S,9S,9aS,9bS)-5-Hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-C-p-tolyl-methanesulfonamide

Guidance literature:: Multi-step reaction with 16 steps

1: 60 percent / SnCl₄ / nitromethane / Ambient temperature

2: 86 percent / CrO₃, pyridine / CH₂Cl₂ / Ambient temperature

3: BF₃*Et₂O / 1,2-dichloro-ethane / 42 °C

4: NaCNBH₃ / 2-methyl-butan-2-ol / Ambient temperature

5: 90 percent / mCPBA / CH₂Cl₂ / Ambient temperature

6: HCO₂H, Et₃N / methanol

7: tetrahydrofuran / Ambient temperature

8: PPTS / dimethylformamide

9: 2,6-lutidine / dimethylformamide / -10 °C

10: 89 percent / LiAlH₄ / tetrahydrofuran / -78 °C

11: 99 percent / toluene / -20 °C

12: pyridine / Ambient temperature

13: n-Bu₄NF / tetrahydrofuran / Ambient temperature

14: CrO₃, pyridine / Ambient temperature

15: K₂CO₃ / methanol / Ambient temperature

16: 80 percent / NaH / tetrahydrofuran / Ambient temperature

With pyridine; 2,6-dimethylpyridine; chromium(VI) oxide; lithium aluminium tetrahydride; formic acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; tin(IV) chloride; sodium hydride; sodium cyanoborohydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; tert-Amyl alcohol; nitromethane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00311a110

Reference yield:

: 126423-61-8
N-((1S,4R,5S)-3-Oxo-2-oxa-bicyclo[3.3.1]non-6-en-4-yl)-C-p-tolyl-methanesulfonamide

: 126423-74-3,147514-08-7
N-((3aS,8S,9S,9aS,9bS)-5-Hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-C-p-tolyl-methanesulfonamide

Guidance literature:: Multi-step reaction with 12 steps

1: 90 percent / mCPBA / CH₂Cl₂ / Ambient temperature

2: HCO₂H, Et₃N / methanol

3: tetrahydrofuran / Ambient temperature

4: PPTS / dimethylformamide

5: 2,6-lutidine / dimethylformamide / -10 °C

6: 89 percent / LiAlH₄ / tetrahydrofuran / -78 °C

7: 99 percent / toluene / -20 °C

8: pyridine / Ambient temperature

9: n-Bu₄NF / tetrahydrofuran / Ambient temperature

10: CrO₃, pyridine / Ambient temperature

11: K₂CO₃ / methanol / Ambient temperature

12: 80 percent / NaH / tetrahydrofuran / Ambient temperature

With pyridine; 2,6-dimethylpyridine; chromium(VI) oxide; lithium aluminium tetrahydride; formic acid; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00311a110