C₅₆H₅₁N₅O₉Se

Base Information

• Chemical Name: C₅₆H₅₁N₅O₉Se
• CAS No.: 422319-47-9
• Molecular Formula: C₅₆H₅₁N₅O₉Se
• Molecular Weight: 1017.01
• Mol file: 422319-47-9.mol

Synonyms:C₅₆H₅₁N₅O₉Se

Chemical Property of C₅₆H₅₁N₅O₉Se

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₆H₅₁N₅O₉Se

There total 14 articles about C₅₆H₅₁N₅O₉Se 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: 98.0%

N-(9-fluorenylmethoxycarbonyl)-L-β-phenylselenocysteine (312746-41-1) + C32H32N4O6 (316828-39-4) → C56H51N5O9Se (422319-47-9)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/ol017215d DOI:10.1021/jo0264980

Reference yield:

(R)-(+)-tryptophan methyl ester hydrochloride (14907-27-8,5619-09-0,7524-52-9,26988-71-6,41222-70-2,67557-19-1,109492-62-8) → C56H51N5O9Se (422319-47-9)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 96 percent / NaHCO₃ / diethyl ether; H₂O / 4 h / 20 °C

2.1: 92 percent / BH₃*THF / tetrahydrofuran; trifluoroacetic acid / 1 h / 0 °C

3.1: DCC / CH₂Cl₂ / 0.33 h / 20 °C

4.1: 3.64 g / DDQ / toluene / 2 h / 110 °C

5.1: Hg(OTFA)2 / CH₂Cl₂ / 0.33 h / 20 °C

5.2: 85 percent / I₂ / CH₂Cl₂ / 3 h / 20 °C

6.1: 67 percent / P(o-tolyl)3; K₂CO₃ / Pd₂(dba)3 / toluene / 2 h / 105 °C

7.1: 55 percent / dimethyldioxirane / CH₂Cl₂; acetone / 0.08 h / -78 °C

8.1: 9 percent / NaBH₄; AcOH / 3 h / 25 °C

9.1: Zn dust; AcOH / 0.5 h / 20 °C

10.1: 154 mg / EDAC / acetonitrile / 1.33 h / 20 °C

11.1: 98 percent / EDAC / acetonitrile / 1 h / 20 °C

With sodium tetrahydroborate; borane-THF; mercury(II) trifluoroacetate; 3,3-dimethyldioxirane; sodium hydrogencarbonate; potassium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; tris-(o-tolyl)phosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; toluene; acetonitrile; trifluoroacetic acid;

DOI:10.1021/jo0264980

Reference yield:

Nα-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester (316828-30-5) → C56H51N5O9Se (422319-47-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 92 percent / BH₃*THF / tetrahydrofuran; trifluoroacetic acid / 1 h / 0 °C

2.1: DCC / CH₂Cl₂ / 0.33 h / 20 °C

3.1: 3.64 g / DDQ / toluene / 2 h / 110 °C

4.1: Hg(OTFA)2 / CH₂Cl₂ / 0.33 h / 20 °C

4.2: 85 percent / I₂ / CH₂Cl₂ / 3 h / 20 °C

5.1: 67 percent / P(o-tolyl)3; K₂CO₃ / Pd₂(dba)3 / toluene / 2 h / 105 °C

6.1: 55 percent / dimethyldioxirane / CH₂Cl₂; acetone / 0.08 h / -78 °C

7.1: 9 percent / NaBH₄; AcOH / 3 h / 25 °C

8.1: Zn dust; AcOH / 0.5 h / 20 °C

9.1: 154 mg / EDAC / acetonitrile / 1.33 h / 20 °C

10.1: 98 percent / EDAC / acetonitrile / 1 h / 20 °C

With sodium tetrahydroborate; borane-THF; mercury(II) trifluoroacetate; 3,3-dimethyldioxirane; potassium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; tris-(o-tolyl)phosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; dichloromethane; acetone; toluene; acetonitrile; trifluoroacetic acid;

DOI:10.1021/jo0264980

upstream raw materials:

N-(9-fluorenylmethoxycarbonyl)-L-β-phenylselenocysteine

C₃₂H₃₂N₄O₆

Z-Leu-OH

(R)-(+)-tryptophan methyl ester hydrochloride

Downstream raw materials:

C₅₆H₄₉N₅O₈Se