(1S,8aR)-1-(4-Chloro-benzoyl)-3,5-diphenyl-8,8a-dihydro-1H-[1,4]thiazino[3,4,5-cd]indolizin-4-one

Base Information

• Chemical Name: (1S,8aR)-1-(4-Chloro-benzoyl)-3,5-diphenyl-8,8a-dihydro-1H-[1,4]thiazino[3,4,5-cd]indolizin-4-one
• CAS No.: 133303-36-3
• Molecular Formula: C₂₉H₂₀ClNO₂S
• Molecular Weight: 482.002

Synonyms:(1S,8aR)-1-(4-Chloro-benzoyl)-3,5-diphenyl-8,8a-dihydro-1H-[1,4]thiazino[3,4,5-cd]indolizin-4-one

Chemical Property of (1S,8aR)-1-(4-Chloro-benzoyl)-3,5-diphenyl-8,8a-dihydro-1H-[1,4]thiazino[3,4,5-cd]indolizin-4-one

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Technology Process of (1S,8aR)-1-(4-Chloro-benzoyl)-3,5-diphenyl-8,8a-dihydro-1H-[1,4]thiazino[3,4,5-cd]indolizin-4-one

There total 3 articles about (1S,8aR)-1-(4-Chloro-benzoyl)-3,5-diphenyl-8,8a-dihydro-1H-[1,4]thiazino[3,4,5-cd]indolizin-4-one 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: 67.0%

3-<(mercapto)phenylmethylene>-1-phenyl-2(3H)-indolizinone (127516-74-9) + 4-chlorobenzoylmethyl bromide (536-38-9) → (1S,8aR)-1-(4-Chloro-benzoyl)-3,5-diphenyl-8,8a-dihydro-1H-[1,4]thiazino[3,4,5-cd]indolizin-4-one (133303-36-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; for 6h; Ambient temperature;

DOI:10.1246/bcsj.63.3571

Reference yield:

methyl dithiobenzoate (2168-78-7) → (1S,8aR)-1-(4-Chloro-benzoyl)-3,5-diphenyl-8,8a-dihydro-1H-[1,4]thiazino[3,4,5-cd]indolizin-4-one (133303-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaOEt / 1) EtOH, room temp., 15 min; 2) EtOH, room temp., 1 h

2: 67 percent / DBU / CHCl₃ / 6 h / Ambient temperature

With sodium ethanolate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform;

DOI:10.1246/bcsj.63.3571

Reference yield:

1-<(ethoxycarbonyl)methyl>-2-benzylpyridinium bromide (74360-64-8) → (1S,8aR)-1-(4-Chloro-benzoyl)-3,5-diphenyl-8,8a-dihydro-1H-[1,4]thiazino[3,4,5-cd]indolizin-4-one (133303-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaOEt / 1) EtOH, room temp., 15 min; 2) EtOH, room temp., 1 h

2: 67 percent / DBU / CHCl₃ / 6 h / Ambient temperature

With sodium ethanolate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform;

DOI:10.1246/bcsj.63.3571

upstream raw materials:

3-<(mercapto)phenylmethylene>-1-phenyl-2(3H)-indolizinone

4-chlorobenzoylmethyl bromide

methyl dithiobenzoate

1-<(ethoxycarbonyl)methyl>-2-benzylpyridinium bromide

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