C₃₁H₃₁N₃O₉S

Base Information

• Chemical Name: C₃₁H₃₁N₃O₉S
• CAS No.: 308359-33-3
• Molecular Formula: C₃₁H₃₁N₃O₉S
• Molecular Weight: 621.668
• Mol file: 308359-33-3.mol

Synonyms:C₃₁H₃₁N₃O₉S

Chemical Property of C₃₁H₃₁N₃O₉S

Chemical Property:

• Density: 1.54±0.1 g/cm3(Predicted)

Purity/Quality:

98% min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₁H₃₁N₃O₉S

There total 1 articles about C₃₁H₃₁N₃O₉S 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) → C31H31N3O9S (308359-33-3)

Guidance literature:

Multi-step reaction with 34 steps

1.1: 93 percent / pyridine; DMAP / 30 h / 50 °C

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

3.1: 19.7 g / ethyl acetate / 1 h / Heating

4.1: 91 percent / TEA / CH₂Cl₂ / 1 h / 0 °C

5.1: 97 percent / DMAP / acetonitrile / 6.5 h / 20 °C

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

7.1: 3.54 g / CSA; quinoline / toluene / 3 h / Heating

8.1: 83 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾; tris(o-tolyl)phosphine; TEA / acetonitrile / 2 h / Heating

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

10.1: 106 mg / pyridine; DMAP / CH₂Cl₂ / 20 °C

11.1: TFA / CH₂Cl₂ / 4 h / 20 °C

12.1: 2.08 g / NaHCO₃ / CH₂Cl₂; H₂O / 0.17 h / 0 °C

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

14.1: 652 mg / CSA / acetone / 0 - 20 °C

15.1: 94 percent / sodium cyanoborohydride; TFA / tetrahydrofuran / 0.5 h / 0 °C

16.1: 92 percent / imidazole / dimethylformamide / 2 h / 20 °C

17.1: 85 percent / guanidinium nitrate; NaOMe / methanol; CH₂Cl₂ / 2.5 h / 40 °C

18.1: 91 percent / K₂CO₃ / acetonitrile / 1 h / Heating

19.1: 82 percent / Red-Al / tetrahydrofuran; toluene / 0 °C

20.1: 73 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 °C

21.1: 92 percent / pyridine; DMAP / 20 °C

22.1: 100 percent / aq. HF / acetonitrile / 3 h / 20 °C

23.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.67 h / 20 °C

24.1: 84 percent / H₂ / Pd/C / tetrahydrofuran / 18 h / 20 °C / 760.05 Torr

25.1: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 3 h / Heating

26.1: 99 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

27.1: 94 percent / WSCD*HCl; DMAP / CH₂Cl₂ / 0.17 h / 20 °C

28.1: 98 percent / hydrazine / acetonitrile / 1.33 h / 20 °C

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

30.1: 18.0 mg / pyridine; DMAP / 0.5 h / 20 °C

31.1: 92 percent / Zn; AcOH / diethyl ether / 2.5 h / 20 °C

32.1: 96 percent / AcOH; sodium cyanoborohydride / methanol / 1 h / 20 °C

33.1: 89 percent / Pd(PPh₃)2Cl₂; AcOH; n-Bu₃SnH / CH₂Cl₂ / 0.33 h / 20 °C

34.1: 4-formyl-1-methylpyridinium benzenesulfonate / dimethylformamide; CH₂Cl₂ / 0.25 h / 20 °C

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

34.3: 54 percent / aq. citric acid / CH₂Cl₂; dimethylformamide / 0.67 h / 20 °C

With pyridine; 1H-imidazole; quinoline; dmap; bis-triphenylphosphine-palladium(II) chloride; 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; tri-n-butyl-tin hydride; sodium methylate; 3,3-dimethyldioxirane; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; acetic acid; methoxybenzene; N-methylpyridinium-4-carboxaldehyde benzenesulfonate salt; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; tris-(o-tolyl)phosphine; trifluoroacetic acid; hydrazine; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; 2,2,2-trifluoroethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 8.1: Heck reaction;

DOI:10.1021/ja026216d

Reference yield: 97.0%

3-hydroxy-4-methoxy-β-phenethylamine hydrochloride (645-33-0) + C31H31N3O9S (308359-33-3) → (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:

With sodium acetate; In ethanol; at 23 ℃; for 3h;

DOI:10.1021/ja0571794

Reference yield: 91.0%

5-(2-amino-ethyl)-2-methoxy-phenol (3213-30-7) + C31H31N3O9S (308359-33-3) → (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:

With silica gel; In ethanol;

DOI:10.1021/jo034547i

upstream raw materials:

alcohol

Downstream raw materials:

(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

ecteinascidin 743

Refernces