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

Base Information

• Chemical Name: N-<(4R^*,6S^*)-1-(1,3-benzodioxol-5-yl)-4-(benzyloxy)-cyclohex-1-en-6-yl>-N-benzyl-α,α-dichloroacetamide
• CAS No.: 129920-43-0
• Molecular Formula: C₂₉H₂₇Cl₂NO₄
• Molecular Weight: 524.444

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

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

Chemical Property:

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

There total 6 articles about N-<(4R^*,6S^*)-1-(1,3-benzodioxol-5-yl)-4-(benzyloxy)-cyclohex-1-en-6-yl>-N-benzyl-α,α-dichloroacetamide 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: 94.0%

dichloroacethyl chloride (79-36-7) + (4R*,6S*)-1-(1,3-benzodioxol-5-yl)-6-(benzylamino)-4-(benzyloxy)cyclohex-1-ene (129920-42-9) → N-<(4R*,6S*)-1-(1,3-benzodioxol-5-yl)-4-(benzyloxy)-cyclohex-1-en-6-yl>-N-benzyl-α,α-dichloroacetamide (129920-43-0)

Guidance literature:

With triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00001a021

Reference yield:

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) → N-<(4R*,6S*)-1-(1,3-benzodioxol-5-yl)-4-(benzyloxy)-cyclohex-1-en-6-yl>-N-benzyl-α,α-dichloroacetamide (129920-43-0)

Guidance literature:

Multi-step reaction with 5 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

5: 94 percent / triethylamine / CH₂Cl₂ / 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) → N-<(4R*,6S*)-1-(1,3-benzodioxol-5-yl)-4-(benzyloxy)-cyclohex-1-en-6-yl>-N-benzyl-α,α-dichloroacetamide (129920-43-0)

Guidance literature:

Multi-step reaction with 5 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

5: 94 percent / triethylamine / CH₂Cl₂ / Ambient temperature

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

DOI:10.1021/jo00001a021

upstream raw materials:

dichloroacethyl chloride

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

1,2-(methylenedioxy)-4-bromobenzene

4-(benzyloxy)cyclohexanone

Downstream raw materials:

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

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

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

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