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

Base Information

Chemical Name: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
CAS No.:126423-73-2
Molecular Formula:C₂₀H₂₉NO₆S
Molecular Weight:411.519
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 42 articles about 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 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: 97.0%

: 126423-72-1
Acetic acid (1S,2S)-2-((3aS,4S,7aS)-2,2-dimethyl-6-oxo-hexahydro-benzo[1,3]dioxol-4-yl)-1-methyl-2-p-tolylmethanesulfonylamino-ethyl ester

: 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

Guidance literature:: With potassium carbonate; In methanol; water; for 2h; Ambient temperature;
DOI:10.1021/ja00165a035

Reference yield: 60.0%

: 147425-45-4
(1'R,2'S,3'R,4S,5R)-4-<5'-Oxo-2',3'-(2-propylidenedioxy)cyclohexyl>-5-methyl-3-<(4-methylphenyl)methanesulfonyl>-2-oxazolidinone

: 126423-73-2
(1'S,2'R,3'R,4S,5R)-5-<2'-Hydroxy-1'-<(4-methylphenyl)methanesulfonamido>propyl>-3,4-(2-propylidenedioxy)cyclohexanone

Guidance literature:: With methanol; sodium hydride; for 3h;
DOI:10.1021/jo00094a040

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 15 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

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 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