C₄₀H₄₁Cl₃N₄O₁₂S

Base Information

• Chemical Name: C₄₀H₄₁Cl₃N₄O₁₂S
• CAS No.: 442663-40-3
• Molecular Formula: C₄₀H₄₁Cl₃N₄O₁₂S
• Molecular Weight: 908.21
• Mol file: 442663-40-3.mol

Synonyms:C₄₀H₄₁Cl₃N₄O₁₂S

Chemical Property of C₄₀H₄₁Cl₃N₄O₁₂S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₀H₄₁Cl₃N₄O₁₂S

There total 1 articles about C₄₀H₄₁Cl₃N₄O₁₂S 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:

alcohol (442663-47-0) → C40H41Cl3N4O12S (442663-40-3)

Guidance literature:

Multi-step reaction with 30 steps

1: 93 percent / pyridine; DMAP / 30 h / 50 °C

2: TFA; anisole / CH₂Cl₂ / 9 h / 20 °C

3: 19.7 g / ethyl acetate / 1 h / Heating

4: 91 percent / TEA / CH₂Cl₂ / 1 h / 0 °C

5: 97 percent / DMAP / acetonitrile / 6.5 h / 20 °C

6: NaBH₄; H₂SO₄ / ethanol; CH₂Cl₂ / 0 °C

7: 3.54 g / CSA; quinoline / toluene / 3 h / Heating

8: 83 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾; tris(o-tolyl)phosphine; TEA / acetonitrile / 2 h / Heating

9: aq. NaOH / methanol / 2.5 h / Heating

10: 106 mg / pyridine; DMAP / CH₂Cl₂ / 20 °C

11: TFA / CH₂Cl₂ / 4 h / 20 °C

12: 2.08 g / NaHCO₃ / CH₂Cl₂; H₂O / 0.17 h / 0 °C

13: dimethyldioxirane / methanol; acetone / 2 h / 0 °C

14: 652 mg / CSA / acetone / 0 - 20 °C

15: 94 percent / sodium cyanoborohydride; TFA / tetrahydrofuran / 0.5 h / 0 °C

16: 92 percent / imidazole / dimethylformamide / 2 h / 20 °C

17: 85 percent / guanidinium nitrate; NaOMe / methanol; CH₂Cl₂ / 2.5 h / 40 °C

18: 91 percent / K₂CO₃ / acetonitrile / 1 h / Heating

19: 82 percent / Red-Al / tetrahydrofuran; toluene / 0 °C

20: 73 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 °C

21: 92 percent / pyridine; DMAP / 20 °C

22: 100 percent / aq. HF / acetonitrile / 3 h / 20 °C

23: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.67 h / 20 °C

24: 84 percent / H₂ / Pd/C / tetrahydrofuran / 18 h / 20 °C / 760.05 Torr

25: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 3 h / Heating

26: 99 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

27: 94 percent / WSCD*HCl; DMAP / CH₂Cl₂ / 0.17 h / 20 °C

28: 98 percent / hydrazine / acetonitrile / 1.33 h / 20 °C

29: TFA / 2,2,2-trifluoro-ethanol / 3 h / 20 °C

30: 18.0 mg / pyridine; DMAP / 0.5 h / 20 °C

With pyridine; 1H-imidazole; quinoline; dmap; sodium hydroxide; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; guanidinium nitrate; WSCD*HCl; TEA; sulfuric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen fluoride; hydrogen; sodium methylate; 3,3-dimethyldioxirane; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; methoxybenzene; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; tris-(o-tolyl)phosphine; trifluoroacetic acid; hydrazine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 2,2,2-trifluoroethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 8: Heck reaction;

DOI:10.1021/ja026216d

Reference yield:

C40H41Cl3N4O12S (442663-40-3) → ecteinascidin 743 (114899-77-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 92 percent / Zn; AcOH / diethyl ether / 2.5 h / 20 °C

2.1: 96 percent / AcOH; sodium cyanoborohydride / methanol / 1 h / 20 °C

3.1: 89 percent / Pd(PPh₃)2Cl₂; AcOH; n-Bu₃SnH / CH₂Cl₂ / 0.33 h / 20 °C

4.1: 4-formyl-1-methylpyridinium benzenesulfonate / dimethylformamide; CH₂Cl₂ / 0.25 h / 20 °C

4.2: DBU / dimethylformamide; CH₂Cl₂ / 0.42 h / 20 °C

4.3: 54 percent / aq. citric acid / CH₂Cl₂; dimethylformamide / 0.67 h / 20 °C

5.1: 96 percent / sodium acetate / ethanol / 5.5 h / 20 °C

6.1: 93 percent / silver nitrate / acetonitrile; H₂O / 17 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; tri-n-butyl-tin hydride; sodium acetate; sodium cyanoborohydride; silver nitrate; acetic acid; N-methylpyridinium-4-carboxaldehyde benzenesulfonate salt; zinc; In methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja026216d

Reference yield:

C40H41Cl3N4O12S (442663-40-3) → (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 (114899-80-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 92 percent / Zn; AcOH / diethyl ether / 2.5 h / 20 °C

2.1: 96 percent / AcOH; sodium cyanoborohydride / methanol / 1 h / 20 °C

3.1: 89 percent / Pd(PPh₃)2Cl₂; AcOH; n-Bu₃SnH / CH₂Cl₂ / 0.33 h / 20 °C

4.1: 4-formyl-1-methylpyridinium benzenesulfonate / dimethylformamide; CH₂Cl₂ / 0.25 h / 20 °C

4.2: DBU / dimethylformamide; CH₂Cl₂ / 0.42 h / 20 °C

4.3: 54 percent / aq. citric acid / CH₂Cl₂; dimethylformamide / 0.67 h / 20 °C

5.1: 96 percent / sodium acetate / ethanol / 5.5 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; tri-n-butyl-tin hydride; sodium acetate; sodium cyanoborohydride; acetic acid; N-methylpyridinium-4-carboxaldehyde benzenesulfonate salt; zinc; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja026216d

upstream raw materials:

alcohol

Downstream raw materials:

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