(4R^*,6S^*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-ene

Base Information

• Chemical Name: (4R^*,6S^*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-ene
• CAS No.: 129920-42-9
• Molecular Formula: C₂₇H₂₇NO₃
• Molecular Weight: 413.516

Synonyms:(4R^*,6S^*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-ene

Chemical Property of (4R^*,6S^*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-ene

Chemical Property:

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Technology Process of (4R^*,6S^*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-ene

There total 5 articles about (4R^*,6S^*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-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: 81.0%

5-(4-Benzyloxy-6-bromo-cyclohex-1-enyl)-benzo[1,3]dioxole (129920-32-7,129920-41-8) + benzylamine (100-46-9) → (4R*,6R*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-ene (129942-61-6) + (4R*,6S*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-ene (129920-42-9)

Guidance literature:

With triethylamine; In dichloromethane; for 15h; Ambient temperature;

DOI:10.1021/jo00001a021

Reference yield:

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) → (4R*,6S*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-ene (129920-42-9)

Guidance literature:

Multi-step reaction with 4 steps

2: 98 percent / N-bromosuccinimide, water / acetonitrile / Ambient temperature

3: 77 percent / p-toluenesulfonic acid monohydrate / benzene / 1 h / Heating

4: 81 percent / triethylamine / CH₂Cl₂ / 15 h / Ambient temperature

With N-Bromosuccinimide; water; toluene-4-sulfonic acid; triethylamine; In dichloromethane; acetonitrile; benzene;

DOI:10.1021/jo00001a021

Reference yield:

4-(benzyloxy)cyclohexanone (2987-06-6) → (4R*,6S*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-ene (129920-42-9)

Guidance literature:

Multi-step reaction with 4 steps

2: 98 percent / N-bromosuccinimide, water / acetonitrile / Ambient temperature

3: 77 percent / p-toluenesulfonic acid monohydrate / benzene / 1 h / Heating

4: 81 percent / triethylamine / CH₂Cl₂ / 15 h / Ambient temperature

With N-Bromosuccinimide; water; toluene-4-sulfonic acid; triethylamine; In dichloromethane; acetonitrile; benzene;

DOI:10.1021/jo00001a021

upstream raw materials:

5-(4-Benzyloxy-6-bromo-cyclohex-1-enyl)-benzo[1,3]dioxole

benzylamine

1,2-(methylenedioxy)-4-bromobenzene

4-(benzyloxy)cyclohexanone

Downstream raw materials:

(4R^*,6R^*,7aS^*)-1-benzyl-6-(benzyloxy)-4-(1,3-benzodioxol-5-yl)-2,4,5,6,7,7a-hexahydroindol-2-one

(3aR^*,6R^*,7aS^*)-1-benzyl-6-(benzyloxy)octahydro-3a-(1,3-benzodioxol-5-yl)indol-2-one

(3aR^*,6R^*,7aS^*)-1-benzyl-6-(benzyloxy)-3a-(1,3-benzodioxol-5-yl)octahydroindole

N-<(4R^*,6S^*)-1-(1,3-benzodioxol-5-yl)-4-(benzyloxy)-cyclohex-1-en-6-yl>-N-benzyl-α,α-dichloroacetamide

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