10α-acetoxy-3β-phenylselenyl-4α-hydroxy-1,5αH,8βH-guai-7(11)-en-8,12-olide

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Chemical Name:10α-acetoxy-3β-phenylselenyl-4α-hydroxy-1,5αH,8βH-guai-7(11)-en-8,12-olide
CAS No.:305805-34-9
Molecular Formula:C₂₃H₂₈O₅Se
Molecular Weight:463.432
Hs Code.:

Synonyms:10α-acetoxy-3β-phenylselenyl-4α-hydroxy-1,5αH,8βH-guai-7(11)-en-8,12-olide

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Chemical Property of 10α-acetoxy-3β-phenylselenyl-4α-hydroxy-1,5αH,8βH-guai-7(11)-en-8,12-olide

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Technology Process of 10α-acetoxy-3β-phenylselenyl-4α-hydroxy-1,5αH,8βH-guai-7(11)-en-8,12-olide

There total 3 articles about 10α-acetoxy-3β-phenylselenyl-4α-hydroxy-1,5αH,8βH-guai-7(11)-en-8,12-olide 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: 87.0%

: 1666-13-3
diphenyl diselenide

: 305805-32-7
10α-acetoxy-3α,4α-epoxy-1,5αH,8βH-guai-7(11)-en-8,12-olide

: 305805-34-9
10α-acetoxy-3β-phenylselenyl-4α-hydroxy-1,5αH,8βH-guai-7(11)-en-8,12-olide

Guidance literature:: diphenyl diselenide; With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

10α-acetoxy-3α,4α-epoxy-1,5αH,8βH-guai-7(11)-en-8,12-olide; With titanium(IV) isopropylate; acetic acid; In N,N-dimethyl-formamide; for 22h; Further stages.;
DOI:10.1021/jo000927h

Reference yield:

: 305805-27-0
10α-acetoxy-1,5αH,8βH-guaia-3,7(11)-dien-8,12-olide

: 305805-34-9
10α-acetoxy-3β-phenylselenyl-4α-hydroxy-1,5αH,8βH-guai-7(11)-en-8,12-olide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / MMPP / methanol / 20 °C

2.1: NaBH₄ / dimethylformamide / 2 h / 20 °C

2.2: 87 percent / AcOH; Ti(i-PrO)4 / dimethylformamide / 22 h

With sodium tetrahydroborate; In methanol; N,N-dimethyl-formamide; 1.1: Epoxidation / 2.1: Reduction / 2.2: Addition;
DOI:10.1021/jo000927h

Reference yield:

: 10α-acetoxy-3-hydroxy-1,4,5αH,8βH-guaia-7(11)-en-8,12-olide

: 305805-34-9
10α-acetoxy-3β-phenylselenyl-4α-hydroxy-1,5αH,8βH-guai-7(11)-en-8,12-olide

Guidance literature:: Multi-step reaction with 3 steps

1.1: POCl₃; pyridine / benzene / 0.58 h / Heating

1.2: 72 percent / LiBr; Li₂CO₃ / dimethylformamide / 2.25 h / 100 °C

2.1: 75 percent / MMPP / methanol / 20 °C

3.1: NaBH₄ / dimethylformamide / 2 h / 20 °C

3.2: 87 percent / AcOH; Ti(i-PrO)4 / dimethylformamide / 22 h

With pyridine; sodium tetrahydroborate; trichlorophosphate; In methanol; N,N-dimethyl-formamide; benzene; 1.1: Chlorination / 1.2: Elimination / 2.1: Epoxidation / 3.1: Reduction / 3.2: Addition;
DOI:10.1021/jo000927h