trabectedin intermediate

Base Information

• Chemical Name: trabectedin intermediate
• CAS No.: 236743-98-9
• Molecular Formula: C₃₁H₃₇N₃O₇
• Molecular Weight: 563.651
• Mol file: 236743-98-9.mol

Synonyms:C₃₁H₃₇N₃O₇

Chemical Property of trabectedin intermediate

Chemical Property:

• Boiling Point: 705.5±60.0 °C(Predicted)
• PKA: 14.28±0.10(Predicted)
• Density: 1.35±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trabectedin intermediate

There total 15 articles about trabectedin intermediate 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%

C47H55N3O7Si (236743-97-8) → C31H37N3O7 (236743-98-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 23 ℃; for 0.75h;

DOI:10.1021/ol990553i

Reference yield: 50.0%

C31H38N4O6 (236744-08-4) → C31H37N3O7 (236743-98-9)

Guidance literature:

With acetic acid; sodium nitrite; In tetrahydrofuran; water; at 0 ℃; for 3h;

DOI:10.1021/ol0062502

Reference yield:

cyanosafracin B (96996-50-8) → C31H37N3O7 (236743-98-9)

Guidance literature:

Multi-step reaction with 13 steps

1: 81 percent / ethanol / 23 h / 23 °C

2: 83 percent / diisopropylethylamine; dimethylaminopyridine / acetonitrile / 6 h / 40 °C

3: 68 percent / NaOH / methanol; H₂O / 2.5 h / 20 °C

4: H₂ / Pd/C / dimethylformamide / 2 h / 23 °C

5: Cs₂CO₃ / dimethylformamide / 2 h / 100 °C

6: 56 percent / Cs₂CO₃ / dimethylformamide / 3 h / 23 °C

7: TFA / CH₂Cl₂ / 4 h / 23 °C

8: 87 percent / CH₂Cl₂ / 1 h / 23 °C

9: 82 percent / HCl / dioxane / 1 h / 23 °C

10: 98 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

11: 88 percent / diisopropylethylamine; dimethylaminopyridine / acetonitrile / 6 h / 40 °C

12: 83 percent / Zn; AcOH / H₂O / 7 h / 23 °C

13: 50 percent / NaNO₂; AcOH / tetrahydrofuran; H₂O / 3 h / 0 °C

With pyridine; hydrogenchloride; dmap; sodium hydroxide; hydrogen; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; zinc; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1: Acylation / 2: Substitution / 3: Hydrolysis / 4: Reduction / 5: Substitution / 6: Alkylation / 7: Elimination / 8: Addition / 9: Edman degradation / 10: Substitution / 11: Substitution / 12: Elimination / 13: Substitution;

DOI:10.1021/ol0062502

upstream raw materials:

C₃₁H₃₈N₄O₆

C₄₇H₅₅N₃O₇Si

C₄₄H₅₁N₃O₇Si

C₂₉H₃₄N₄O₅

Downstream raw materials:

C₃₈H₄₃N₃O₉S

ecteinascidin 743

(1'R,6R,6aR,7R,13S,14R,16R)-5-(acetyloxy)-3',4',6,6a,7,13,14,16-octahydro-6',8-dihydroxy-7',9-dimethoxy-4,10,23-trimethyl-19-oxo-spiro[6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-20,1'(2'H)-isoquinoline]-14-carbonitrile

Refernces

• 1、 Martinez,Corey. "Enantioselective synthesis of saframycin A and evaluation of antitumor activity relative to ecteinascidin/saframycin hybrids.". . p. 75 - 77. Retrieved 2008/02/11.