4-deacetyl-4-acryloylbaccatin III

Base Information

• Chemical Name: 4-deacetyl-4-acryloylbaccatin III
• CAS No.: 860782-21-4
• Molecular Formula: C₃₂H₃₈O₁₁
• Molecular Weight: 598.647
• Mol file: 860782-21-4.mol

Synonyms:4-deacetyl-4-acryloylbaccatin III

Chemical Property of 4-deacetyl-4-acryloylbaccatin III

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-deacetyl-4-acryloylbaccatin III

There total 3 articles about 4-deacetyl-4-acryloylbaccatin III 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: 96.0%

4-deacetyl-4-acryloyl-10-deacetylbaccatin III (860782-20-3) + acetic anhydride (108-24-7) → 4-deacetyl-4-acryloylbaccatin III (860782-21-4)

Guidance literature:

With cerium(III) chloride; In tetrahydrofuran; for 4h;

DOI:10.1021/jm061071x

Reference yield:

1-dimethylsilyl-4-deacetyl-4-acryloyl-7-O,10-O,13-O-tris-triethylsilylbaccatin III (860782-19-0) → 4-deacetyl-4-acryloylbaccatin III (860782-21-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / HF*pyridine / tetrahydrofuran / 24 h / 0 - 20 °C

2: 96 percent / CeCl₃ / tetrahydrofuran / 4 h

With cerium(III) chloride; pyridine hydrogenfluoride; In tetrahydrofuran;

DOI:10.1021/jm061071x

Reference yield:

1-dimethylsilyl-7,10,13-tris(triethylsilyl)-4,10-deacetyl-4-hydroxybaccatin III → 4-deacetyl-4-acryloylbaccatin III (860782-21-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.75 h / 0 °C

1.2: 52 percent / tetrahydrofuran / 3 h / 0 °C

2.1: 70 percent / HF*pyridine / tetrahydrofuran / 24 h / 0 - 20 °C

3.1: 96 percent / CeCl₃ / tetrahydrofuran / 4 h

With cerium(III) chloride; pyridine hydrogenfluoride; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/jm061071x

upstream raw materials:

4-deacetyl-4-acryloyl-10-deacetylbaccatin III

acetic anhydride

1-dimethylsilyl-4-deacetyl-4-acryloyl-7-O,10-O,13-O-tris-triethylsilylbaccatin III

Downstream raw materials:

3'-dephenyl-3'-(o-[but-3-enyloxy]phenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel

3'-dephenyl-3'-(o-allyloxyphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel

3'-dephenyl-3'-(m-allyloxyphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel

C₆₄H₈₅NO₁₅Si₂