(E)- and (Z)-2-methoxymethylene-9-(p-tolylsulphonyl)-9-azabicyclo<4.2.1>nonane

Base Information

Chemical Name:(E)- and (Z)-2-methoxymethylene-9-(p-tolylsulphonyl)-9-azabicyclo<4.2.1>nonane
CAS No.:132853-79-3
Molecular Formula:C₁₇H₂₃NO₃S
Molecular Weight:321.441
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)- and (Z)-2-methoxymethylene-9-(p-tolylsulphonyl)-9-azabicyclo<4.2.1>nonane

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Technology Process of (E)- and (Z)-2-methoxymethylene-9-(p-tolylsulphonyl)-9-azabicyclo<4.2.1>nonane

There total 15 articles about (E)- and (Z)-2-methoxymethylene-9-(p-tolylsulphonyl)-9-azabicyclo<4.2.1>nonane 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:

: 112009-90-2
ethyl 2-benzylideneaminohepta-5,6-dienoate

: 132853-79-3,132853-80-6
(E)- and (Z)-2-methoxymethylene-9-(p-tolylsulphonyl)-9-azabicyclo<4.2.1>nonane

Guidance literature:: Multi-step reaction with 12 steps

1: 59 percent / aq. HCl / diethyl ether / 0.67 h / Ambient temperature

2: CH₂Cl₂

3: 88 percent / AgBF₄ / CH₂Cl₂ / 72 h / Ambient temperature

4: CF₃CO₂H / CH₂Cl₂ / Ambient temperature

5: pyridine / 0 °C

6: 1) B₂H₆, 2) aq. NaOH, 30percent aq. H₂O₂ / 1) THF, 20 deg C, 20 min, 2) 30 min, room temp.

7: 63 percent / tetrahydrofuran / 0.17 h / -10 °C

8: 78 percent / PPh₃, 2 M Br₂ / tetrahydrofuran / a) 0 deg C, 10 min, b) up to room temp.

9: 83 percent / NaH / dimethylsulfoxide / 2 h / 40 °C

10: 92 percent / Al-Hg / tetrahydrofuran; H₂O / 3 h / 60 °C

11: 1) LDA / 1) DME, hexane, -78 deg C, 20 min, 2) DME, 5 min

12: NaH / tetrahydrofuran / 14 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydroxide; aluminium amalgam; dihydrogen peroxide; bromine; sodium hydride; triphenylphosphine; trifluoroacetic acid; diborane; lithium diisopropyl amide; silver tetrafluoroborate; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide;

Reference yield:

: 112009-92-4
ethyl 2-aminohepta-5,6-dienoate

: 132853-79-3,132853-80-6
(E)- and (Z)-2-methoxymethylene-9-(p-tolylsulphonyl)-9-azabicyclo<4.2.1>nonane

Guidance literature:: Multi-step reaction with 11 steps

1: CH₂Cl₂

2: 88 percent / AgBF₄ / CH₂Cl₂ / 72 h / Ambient temperature

3: CF₃CO₂H / CH₂Cl₂ / Ambient temperature

4: pyridine / 0 °C

5: 1) B₂H₆, 2) aq. NaOH, 30percent aq. H₂O₂ / 1) THF, 20 deg C, 20 min, 2) 30 min, room temp.

6: 63 percent / tetrahydrofuran / 0.17 h / -10 °C

7: 78 percent / PPh₃, 2 M Br₂ / tetrahydrofuran / a) 0 deg C, 10 min, b) up to room temp.

8: 83 percent / NaH / dimethylsulfoxide / 2 h / 40 °C

9: 92 percent / Al-Hg / tetrahydrofuran; H₂O / 3 h / 60 °C

10: 1) LDA / 1) DME, hexane, -78 deg C, 20 min, 2) DME, 5 min

11: NaH / tetrahydrofuran / 14 h / Ambient temperature

With pyridine; sodium hydroxide; aluminium amalgam; dihydrogen peroxide; bromine; sodium hydride; triphenylphosphine; trifluoroacetic acid; diborane; lithium diisopropyl amide; silver tetrafluoroborate; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;

Reference yield:

: 133038-46-7
ethyl 2-(methoxycarbonylamino)hepta-5,6-dienoate

: 132853-79-3,132853-80-6
(E)- and (Z)-2-methoxymethylene-9-(p-tolylsulphonyl)-9-azabicyclo<4.2.1>nonane

Guidance literature:: Multi-step reaction with 10 steps

1: 83 percent / AgBF₄ / CH₂Cl₂ / 65 h / Ambient temperature

2: NaI, (CH₃)3SiCl / acetonitrile / 2 h / Heating

3: pyridine / 0 °C

4: 1) B₂H₆, 2) aq. NaOH, 30percent aq. H₂O₂ / 1) THF, 20 deg C, 20 min, 2) 30 min, room temp.

5: 63 percent / tetrahydrofuran / 0.17 h / -10 °C

6: 78 percent / PPh₃, 2 M Br₂ / tetrahydrofuran / a) 0 deg C, 10 min, b) up to room temp.

7: 83 percent / NaH / dimethylsulfoxide / 2 h / 40 °C

8: 92 percent / Al-Hg / tetrahydrofuran; H₂O / 3 h / 60 °C

9: 1) LDA / 1) DME, hexane, -78 deg C, 20 min, 2) DME, 5 min

10: NaH / tetrahydrofuran / 14 h / Ambient temperature

With pyridine; sodium hydroxide; chloro-trimethyl-silane; aluminium amalgam; dihydrogen peroxide; bromine; sodium hydride; triphenylphosphine; sodium iodide; diborane; lithium diisopropyl amide; silver tetrafluoroborate; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; acetonitrile;