(1R,4S,5S,6R)-3-chloro-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene

Base Information

Chemical Name:(1R,4S,5S,6R)-3-chloro-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene
CAS No.:160309-17-1
Molecular Formula:C₁₆H₁₈ClNO₄S
Molecular Weight:355.842
Hs Code.:

Synonyms:(1R,4S,5S,6R)-3-chloro-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene

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Chemical Property of (1R,4S,5S,6R)-3-chloro-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene

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Technology Process of (1R,4S,5S,6R)-3-chloro-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene

There total 7 articles about (1R,4S,5S,6R)-3-chloro-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-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: 20.5%

: 55962-05-5
[N-(p-tolylsulfonyl)imino]phenyliodinane

: 127666-06-2
(3aS,7aS)-4-chloro-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 160309-17-1
(1R,4S,5S,6R)-3-chloro-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene

Guidance literature:: With copper acetylacetonate; In acetonitrile; for 18h; Ambient temperature;
DOI:10.1021/ja960596j

Reference yield:

: 86992-79-2,98575-77-0,65986-73-4
(1S,2S)-3-Chloro-cyclohexa-3,5-diene-1,2-diol

: 160309-17-1
(1R,4S,5S,6R)-3-chloro-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene

Guidance literature:: Multi-step reaction with 6 steps

1: p-TsOH*H₂O / acetone / 0.33 h / Ambient temperature

2: NBS, H₂O / 1,2-dimethoxy-ethane / 10 h / 0 °C

3: 87 percent / NaN₃ / dimethylsulfoxide

4: Et₃N / CH₂Cl₂

5: LiAlH₄ / tetrahydrofuran

6: Et₃N / CH₂Cl₂

With N-Bromosuccinimide; lithium aluminium tetrahydride; sodium azide; water; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1021/ja960596j

Reference yield:

: 127666-06-2
(3aS,7aS)-4-chloro-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 160309-17-1
(1R,4S,5S,6R)-3-chloro-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene

Guidance literature:: Multi-step reaction with 5 steps

1: NBS, H₂O / 1,2-dimethoxy-ethane / 10 h / 0 °C

2: 87 percent / NaN₃ / dimethylsulfoxide

3: Et₃N / CH₂Cl₂

4: LiAlH₄ / tetrahydrofuran

5: Et₃N / CH₂Cl₂

With N-Bromosuccinimide; lithium aluminium tetrahydride; sodium azide; water; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja960596j