(11S)-3α-hydroxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone

Base Information

• Chemical Name: (11S)-3α-hydroxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone
• CAS No.: 82206-88-0
• Molecular Formula: C₂₁H₂₄O₃Se
• Molecular Weight: 403.38
• Mol file: 82206-88-0.mol

Synonyms:(11S)-3α-hydroxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone

Chemical Property of (11S)-3α-hydroxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (11S)-3α-hydroxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone

There total 12 articles about (11S)-3α-hydroxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone 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: 41.0%

diphenyl diselenide (1666-13-3) + 3α-hydroxy-11βH-guaia-4(15),10(14)-diene-12,6α-olide (82206-87-9) → (11S)-3α-hydroxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone (82206-88-0)

Guidance literature:

With lithium diisopropyl amide;

DOI:10.1246/cl.1982.501

Reference yield:

isocostus lactone (38236-17-8) → (11S)-3α-hydroxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone (82206-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / m-CPBA

2: 44 percent / Al(i-PrO)3 / toluene / Heating

3: 41 percent / LDA

With aluminum isopropoxide; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In toluene;

DOI:10.1246/cl.1982.501

Reference yield:

(11S)-3α-(mesyloxy)-4βH-guai-10(14)-en-13,6α-lactone (82207-06-5) → (11S)-3α-hydroxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone (82206-88-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / Li₂CO₃, LiBr / dimethylformamide

2: 58 percent / m-CPBA

3: 44 percent / Al(i-PrO)3 / toluene / Heating

4: 41 percent / LDA

With aluminum isopropoxide; lithium carbonate; 3-chloro-benzenecarboperoxoic acid; lithium bromide; lithium diisopropyl amide; In N,N-dimethyl-formamide; toluene;

DOI:10.1246/cl.1982.501

upstream raw materials:

diphenyl diselenide

3α-hydroxy-11βH-guaia-4(15),10(14)-diene-12,6α-olide

(11S)-3α,4α-epoxy-1β-(mesyloxy)eudesmano-13,6α-lactone

isocostus lactone

Downstream raw materials:

3β-acetoxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone

3β-hydroxy-11β-(phenylseleno)guaia-4(15),10(14)-dieno-12,6α-lactone