Anisatin

Base Information

• Chemical Name: Anisatin
• CAS No.: 19969-42-7
• Molecular Formula: C₁₅H₂₀O₈
• Molecular Weight: 328.319
• Mol file: 19969-42-7.mol

Synonyms:

Chemical Property of Anisatin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Anisatin

There total 36 articles about Anisatin 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: 99.0%

C18H24O8 (130434-87-6) → (-)-anisatin (5230-87-5,19969-42-7,51372-90-8)

Guidance literature:

With hydrogenchloride; In 1,2-dimethoxyethane; at 80 ℃; for 2h;

Reference yield: 80.0%

C17H24O9 (1362110-68-6) → Anisatin (19969-42-7,51372-90-8,5230-87-5)

Guidance literature:

With hydrogenchloride; In methanol; water; at 70 ℃; for 3h;

DOI:10.1021/ol300390k

Reference yield:

C20H32O6 → (-)-anisatin (5230-87-5,19969-42-7,51372-90-8)

Guidance literature:

Multi-step reaction with 11 steps

1: RuCl₃, NaIO₄ / CCl₄; acetonitrile; various solvent(s) / 19 h / 35 °C

2: 2.) CSA, molecular sieves 4A / 1.) THF, 23 deg C, 1 h, 2.) CHCl₃, 10 min

3: 95 percent / OsO₄ / tetrahydrofuran; pyridine / 20 h / 23 °C

4: SO₃*pyridine, DMSO, Et₃N / CH₂Cl₂ / 1 h / 23 °C

5: 100 percent / silica gel / 11 h / 23 °C

6: DMAP / CH₂Cl₂ / 21 h / 23 °C

7: AcOH / H₂O / 19 h / 35 °C

8: 1.) pyridinium dichromate (PDC), 2.) KMnO₄, NaH₂PO₄ / 1.) CH₂Cl₂, 23 deg C, 22 h, 2.) t-BuOH, H₂O, 20 min

9: 93 percent / K₂CO₃, MeOH / 4 h / 23 °C

10: 91 percent / PhSO₂Cl, pyridine / toluene / 9 h / 23 °C

11: 99 percent / 2 M aq. HCl / 1,2-dimethoxy-ethane / 2 h / 80 °C

With pyridine; hydrogenchloride; methanol; dmap; ruthenium trichloride; potassium permanganate; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; dipyridinium dichromate; pyridine-SO₃ complex; 4 A molecular sieve; camphor-10-sulfonic acid; silica gel; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; benzenesulfonyl chloride; In tetrahydrofuran; pyridine; tetrachloromethane; 1,2-dimethoxyethane; dichloromethane; water; toluene; acetonitrile;

upstream raw materials:

C₁₈H₂₄O₈

C₂₁H₃₂O₆

C₂₀H₃₀O₇

C₂₁H₃₄O₈

Downstream raw materials:

neoanisatin