2,2,2-Trichloro-N-[(1R,2S,5R,6S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,6-dihydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide

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Chemical Name:2,2,2-Trichloro-N-[(1R,2S,5R,6S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,6-dihydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide
CAS No.:444680-80-2
Molecular Formula:C₁₆H₂₂Cl₃NO₅
Molecular Weight:414.713
Hs Code.:

Synonyms:2,2,2-Trichloro-N-[(1R,2S,5R,6S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,6-dihydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide

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Chemical Property of 2,2,2-Trichloro-N-[(1R,2S,5R,6S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,6-dihydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide

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Technology Process of 2,2,2-Trichloro-N-[(1R,2S,5R,6S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,6-dihydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide

There total 4 articles about 2,2,2-Trichloro-N-[(1R,2S,5R,6S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,6-dihydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide 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:

: 1026684-08-1
2,2,2-Trichloro-N-[(1R,2S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-5,6-dioxo-1-vinyl-cyclohex-3-enyl]-acetamide

: 444680-80-2
2,2,2-Trichloro-N-[(1R,2S,5R,6S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,6-dihydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;
DOI:10.1021/ja0265153

Reference yield:

: 253674-42-9
2,2,2-Trichloro-N-[(1R,2S,6S)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide

: 444680-80-2
2,2,2-Trichloro-N-[(1R,2S,5R,6S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,6-dihydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / MCPBA; Na₂HPO₄ / CH₂Cl₂ / 14 h

2: 90 percent / Ti(Oi-Pr)4 / 1,2-dichloro-ethane / 14.5 h / Heating

3: o-iodoxybenzoic acid / dimethylsulfoxide / 2.5 h / 60 °C

4: o-iodoxybenzoic acid / dimethylformamide / 1.5 h / 20 °C

With titanium(IV) isopropylate; disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0265153

Reference yield:

: 444680-78-8
2,2,2-Trichloro-N-[(1R,2S,5S,6R)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,6-dihydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide

: 444680-80-2
2,2,2-Trichloro-N-[(1R,2S,5R,6S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,6-dihydroxy-4-methyl-1-vinyl-cyclohex-3-enyl]-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: o-iodoxybenzoic acid / dimethylsulfoxide / 2.5 h / 60 °C

2: o-iodoxybenzoic acid / dimethylformamide / 1.5 h / 20 °C

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja0265153