2-debenzoyl-2-cinnamoylpaclitaxel

Base Information

• Chemical Name: 2-debenzoyl-2-cinnamoylpaclitaxel
• CAS No.: 618428-01-6
• Molecular Formula: C₄₉H₅₃NO₁₄
• Molecular Weight: 879.958
• Mol file: 618428-01-6.mol

Synonyms:2-debenzoyl-2-cinnamoylpaclitaxel

Chemical Property of 2-debenzoyl-2-cinnamoylpaclitaxel

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-debenzoyl-2-cinnamoylpaclitaxel

There total 11 articles about 2-debenzoyl-2-cinnamoylpaclitaxel 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:

C64H87NO14Si2 → 2-debenzoyl-2-cinnamoylpaclitaxel (618428-01-6)

Guidance literature:

With pyridine; hydrogen fluoride; In acetonitrile; at 0 - 20 ℃;

DOI:10.1016/S0968-0896(03)00181-0

Reference yield:

10-deacetylbaccatin III (32981-86-5,172018-16-5) → 2-debenzoyl-2-cinnamoylpaclitaxel (618428-01-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 95 percent / imidazole / dimethylformamide / 20 °C

2: 95 percent / Red-Al / tetrahydrofuran; toluene / 0.33 h / -10 °C

3: DCC; DMAP / toluene / 20 °C

4: HF; pyridine / acetonitrile / 24 h / 0 - 20 °C

5: 88 percent / imidazole / dimethylformamide / 20 °C

6: 85 percent / lithium hexamethyldisilazide / tetrahydrofuran / -40 - 0 °C

7: sodium hexamethyldisilazide / tetrahydrofuran / -40 - -10 °C

8: HF; pyridine / acetonitrile / 0 - 20 °C

With pyridine; 1H-imidazole; dmap; hydrogen fluoride; sodium hexamethyldisilazane; dicyclohexyl-carbodiimide; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/S0968-0896(03)00181-0

Reference yield:

[4-(benzylideneamino)phenyl]methanol (783-08-4) → 2-debenzoyl-2-cinnamoylpaclitaxel (618428-01-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / LDA / tetrahydrofuran

2: 88 percent / aq. cerium(IV) ammonium nitrate / acetonitrile

3: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

4: sodium hexamethyldisilazide / tetrahydrofuran / -40 - -10 °C

5: HF; pyridine / acetonitrile / 0 - 20 °C

With pyridine; dmap; ammonium cerium(IV) nitrate; hydrogen fluoride; sodium hexamethyldisilazane; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/S0968-0896(03)00181-0

upstream raw materials:

10-deacetylbaccatin III

[4-(benzylideneamino)phenyl]methanol

benzaldehyde

(3R,4S)-3-triisopropylsilyloxy-4-phenylazetidin-2-one

Refernces