C-p-Tolyl-N-((3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-yl)-methanesulfonamide

Base Information

Chemical Name:C-p-Tolyl-N-((3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-yl)-methanesulfonamide
CAS No.:88549-92-2
Molecular Formula:C₁₈H₂₃NO₇S
Molecular Weight:397.449
Hs Code.:

Synonyms:C-p-Tolyl-N-((3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-yl)-methanesulfonamide

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Chemical Property of C-p-Tolyl-N-((3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-yl)-methanesulfonamide

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Technology Process of C-p-Tolyl-N-((3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-yl)-methanesulfonamide

There total 23 articles about C-p-Tolyl-N-((3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-yl)-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: 85.0%

: 88549-91-1
N-((3R,4R,4aR,5R,6R,8aS)-5,6-Dihydroxy-3-methyl-8-methylene-1-oxo-octahydro-isochromen-4-yl)-C-p-tolyl-methanesulfonamide

: 88549-92-2
C-p-Tolyl-N-((3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-yl)-methanesulfonamide

Guidance literature:: With ozone; In methanol; at -50 ℃;

Reference yield:

: (1R,3aR,4R,6R,7R,7aR)-6,7-Dihydroxy-1-((R)-1-hydroxy-ethyl)-3-oxo-octahydro-isoindole-4-carboxylic acid methyl ester

: 88549-92-2
C-p-Tolyl-N-((3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-yl)-methanesulfonamide

Guidance literature:: Multi-step reaction with 11 steps

1: p-toluenesulfonic acid / tetrahydrofuran

2: p-toluenesulfonic acid / CH₂Cl₂

3: LiAlH₄ / tetrahydrofuran

4: Et₃N / CH₂Cl₂

5: 96 percent / NaBH₄ / ethanol

6: n-BuLi / -78 °C

7: p-toluenesulfonic acid / methanol

8: 86 percent / NaOMe / methanol / 1 h / Heating

9: O₃ / CH₂Cl₂; methanol / -78 °C

10: pyridine / ethyl acetate

11: 85 percent / O₃ / methanol / -50 °C

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; sodium methylate; toluene-4-sulfonic acid; ozone; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate;

Reference yield:

: 88549-83-1
(1R,3aR,4R,7aR)-3-Oxo-1-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-2,3,3a,4,5,7a-hexahydro-1H-isoindole-4-carboxylic acid

: 88549-92-2
C-p-Tolyl-N-((3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-yl)-methanesulfonamide

Guidance literature:: Multi-step reaction with 17 steps

1: 100 percent / I₂, NaHCO₃ / H₂O; CH₂Cl₂

2: aq. NaOH / tetrahydrofuran

3: methanol

4: p-toluenesulfonic acid / methanol

5: H₂O / 2 h / 50 - 60 °C

6: Et₃N / methanol

7: p-toluenesulfonic acid / tetrahydrofuran

8: p-toluenesulfonic acid / CH₂Cl₂

9: LiAlH₄ / tetrahydrofuran

10: Et₃N / CH₂Cl₂

11: 96 percent / NaBH₄ / ethanol

12: n-BuLi / -78 °C

13: p-toluenesulfonic acid / methanol

14: 86 percent / NaOMe / methanol / 1 h / Heating

15: O₃ / CH₂Cl₂; methanol / -78 °C

16: pyridine / ethyl acetate

17: 85 percent / O₃ / methanol / -50 °C

With pyridine; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; iodine; sodium methylate; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate;