(1S,2R,8R)-3-Benzenesulfonyl-5,5-dimethyl-3-aza-tricyclo[6.2.1.0^2,6]undec-6-ene

Base Information

• Chemical Name: (1S,2R,8R)-3-Benzenesulfonyl-5,5-dimethyl-3-aza-tricyclo[6.2.1.0^2,6]undec-6-ene
• CAS No.: 144863-43-4
• Molecular Formula: C₁₈H₂₃NO₂S
• Molecular Weight: 317.452

Synonyms:(1S,2R,8R)-3-Benzenesulfonyl-5,5-dimethyl-3-aza-tricyclo[6.2.1.0^2,6]undec-6-ene

Chemical Property of (1S,2R,8R)-3-Benzenesulfonyl-5,5-dimethyl-3-aza-tricyclo[6.2.1.0^2,6]undec-6-ene

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Technology Process of (1S,2R,8R)-3-Benzenesulfonyl-5,5-dimethyl-3-aza-tricyclo[6.2.1.0^2,6]undec-6-ene

There total 4 articles about (1S,2R,8R)-3-Benzenesulfonyl-5,5-dimethyl-3-aza-tricyclo[6.2.1.0^2,6]undec-6-ene 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: 74.0%

2-Bromo-4-N-phenylsulphonylmethallylaminobicyclo<3.2.1>oct-2-ene (144886-29-3) → (1S,2R,8R)-3-Benzenesulfonyl-5,5-dimethyl-3-aza-tricyclo[6.2.1.02,6]undec-6-ene (144863-43-4)

Guidance literature:

With tetraethylammonium chloride; sodium formate; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 18h;

DOI:10.1016/S0040-4020(01)88268-5

Reference yield:

2-Bromo-4-N-phenylsulphonylmethallylaminobicyclo<3.2.1>oct-2-ene (144886-29-3) → (1S,2R,8R)-3-Benzenesulfonyl-5,5-dimethyl-3-aza-tricyclo[6.2.1.02,6]undec-6-ene (144863-43-4) + C18H23NO2S (146514-57-0)

Guidance literature:

With sodium formate; silver perchlorate; palladium diacetate; triphenylphosphine; In acetonitrile; at 80 ℃; for 16h;

DOI:10.1016/S0040-4039(00)74790-3

Reference yield:

N-(2-methyl-2-propenyl)benzenesulfonamide (1203-15-2) → (1S,2R,8R)-3-Benzenesulfonyl-5,5-dimethyl-3-aza-tricyclo[6.2.1.02,6]undec-6-ene (144863-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH / 1) DMF, 1 h, 2) DMF, 78 deg C, 2 h

2: 74 percent / PPh₃, Et₄NCl, sodium formate / Pd(OAc)2 / dimethylformamide / 18 h / 80 °C

With tetraethylammonium chloride; sodium formate; sodium hydride; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)88268-5

upstream raw materials:

2-Bromo-4-N-phenylsulphonylmethallylaminobicyclo<3.2.1>oct-2-ene

N-(2-methyl-2-propenyl)benzenesulfonamide

exo-3,4-dibromobicyclo<3.2.1>oct-2-ene

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