11-Hydroxycamptothecin

Base Information

• Chemical Name: 11-Hydroxycamptothecin
• CAS No.: 68426-53-9
• Molecular Formula: C20H16N2O5
• Molecular Weight: 364.3514
• Mol file: 68426-53-9.mol

Synonyms:

Chemical Property of 11-Hydroxycamptothecin

Chemical Property:

• Boiling Point: 892.3°Cat760mmHg
• Flash Point: 493.4°C
• PSA: 101.65000
• Density: 1.57g/cm³
• LogP: 1.78520

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 11-Hydroxycamptothecin

There total 6 articles about 11-Hydroxycamptothecin 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:

Camptothecin 1-oxide (86639-48-7) → 11-hydroxycamptothecin (68426-53-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 11.5 percent / 1 N aq. H₂SO₄ / dioxane / 0.5 h / Irradiation

2: H₂, acetic acid / PtO₂ / dioxane / 760 Torr

3: 51.4 percent / H₂SO₄, conc. aq. HNO₃ / 1 h

4: 78.3 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / dioxane / 2 h / Heating

5: 95.7 percent / H₂ / PtO₂ / ethanol; dioxane / 2 h / 760 Torr

6: 1.) 20percent aq. H₂SO₄, aq. NaNO₂, 2.) H₂O / 1.) 0-5 deg C, 15 min, 2.) reflux, 1 h

With sulfuric acid; water; hydrogen; nitric acid; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; platinum(IV) oxide; In 1,4-dioxane; ethanol;

DOI:10.1248/cpb.39.3183

Reference yield:

1,2,6,7-tetrahydrocamptothecin (53544-22-2,142696-57-9,142696-58-0) → 11-hydroxycamptothecin (68426-53-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 51.4 percent / H₂SO₄, conc. aq. HNO₃ / 1 h

2: 78.3 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / dioxane / 2 h / Heating

3: 95.7 percent / H₂ / PtO₂ / ethanol; dioxane / 2 h / 760 Torr

4: 1.) 20percent aq. H₂SO₄, aq. NaNO₂, 2.) H₂O / 1.) 0-5 deg C, 15 min, 2.) reflux, 1 h

With sulfuric acid; water; hydrogen; nitric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; platinum(IV) oxide; In 1,4-dioxane; ethanol;

DOI:10.1248/cpb.39.3183

Reference yield:

11-nitrocamptothecin (91421-36-2) → 11-hydroxycamptothecin (68426-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95.7 percent / H₂ / PtO₂ / ethanol; dioxane / 2 h / 760 Torr

2: 1.) 20percent aq. H₂SO₄, aq. NaNO₂, 2.) H₂O / 1.) 0-5 deg C, 15 min, 2.) reflux, 1 h

With sulfuric acid; water; hydrogen; sodium nitrite; platinum(IV) oxide; In 1,4-dioxane; ethanol;

DOI:10.1248/cpb.39.3183

upstream raw materials:

11-amino-20(S)-camptothecin

Camptothecin 1-oxide

1,2,6,7-tetrahydrocamptothecin

11-nitrocamptothecin

Refernces