N-10-<2-(2-<2-(biotinylamino)ethoxy>ethoxy)ethoxy>decanoyl-(L)-(3,5-diiodo)tyrosine methyl ester

Base Information

• Chemical Name: N-10-<2-(2-<2-(biotinylamino)ethoxy>ethoxy)ethoxy>decanoyl-(L)-(3,5-diiodo)tyrosine methyl ester
• CAS No.: 239115-66-3
• Molecular Formula: C₃₆H₅₆I₂N₄O₉S
• Molecular Weight: 974.737

Synonyms:N-10-<2-(2-<2-(biotinylamino)ethoxy>ethoxy)ethoxy>decanoyl-(L)-(3,5-diiodo)tyrosine methyl ester

Chemical Property of N-10-<2-(2-<2-(biotinylamino)ethoxy>ethoxy)ethoxy>decanoyl-(L)-(3,5-diiodo)tyrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of N-10-<2-(2-<2-(biotinylamino)ethoxy>ethoxy)ethoxy>decanoyl-(L)-(3,5-diiodo)tyrosine methyl ester

There total 17 articles about N-10-<2-(2-<2-(biotinylamino)ethoxy>ethoxy)ethoxy>decanoyl-(L)-(3,5-diiodo)tyrosine methyl ester 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:

2-[2-(2-azidoethoxy)ethoxy]ethanol (86520-52-7) → N-10-<2-(2-<2-(biotinylamino)ethoxy>ethoxy)ethoxy>decanoyl-(L)-(3,5-diiodo)tyrosine methyl ester (239115-66-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 88 percent / Bu₄NBr, aq. NaOH / 5 h / 60 °C

2: 98 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 1 h

3: 79 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h

4: 91 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 0.5 h

5: 94 percent / 1-hydroxybenzotriazole, Et₃N, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 18 h

6: H₂ / Pd(OH)2/C / methanol / 1 h

7: CH₂Cl₂ / 12 h

8: 97 percent / I₂, NaHCO₃ / methanol; H₂O / 0.5 h

9: 1.) C₆H₅SH, CF₃COOH / 1.) 1 h, 2.) CH₂Cl₂, 6 h

With sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutylammomium bromide; hydrogen; iodine; sodium hydrogencarbonate; benzotriazol-1-ol; Dess-Martin periodane; thiophenol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/S0968-0896(99)00054-1

Reference yield:

1,10-Decanediol (112-47-0) → N-10-<2-(2-<2-(biotinylamino)ethoxy>ethoxy)ethoxy>decanoyl-(L)-(3,5-diiodo)tyrosine methyl ester (239115-66-3)

Guidance literature:

Multi-step reaction with 12 steps

1: 55 percent / NaH / dimethylformamide / 6 h

2: 99 percent / Et₃N / CH₂Cl₂ / 1.) -78 deg C, 10 min, 2.) room temp., 1 h

3: 99 percent / NaI / acetone / 3 h / Heating

4: 88 percent / Bu₄NBr, aq. NaOH / 5 h / 60 °C

5: 98 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 1 h

6: 79 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h

7: 91 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 0.5 h

8: 94 percent / 1-hydroxybenzotriazole, Et₃N, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 18 h

9: H₂ / Pd(OH)2/C / methanol / 1 h

10: CH₂Cl₂ / 12 h

11: 97 percent / I₂, NaHCO₃ / methanol; H₂O / 0.5 h

12: 1.) C₆H₅SH, CF₃COOH / 1.) 1 h, 2.) CH₂Cl₂, 6 h

With sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutylammomium bromide; hydrogen; iodine; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; Dess-Martin periodane; thiophenol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

DOI:10.1016/S0968-0896(99)00054-1

Reference yield:

L-Tyr-OMe (1080-06-4) → N-10-<2-(2-<2-(biotinylamino)ethoxy>ethoxy)ethoxy>decanoyl-(L)-(3,5-diiodo)tyrosine methyl ester (239115-66-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / 1-hydroxybenzotriazole, Et₃N, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 18 h

2: H₂ / Pd(OH)2/C / methanol / 1 h

3: CH₂Cl₂ / 12 h

4: 97 percent / I₂, NaHCO₃ / methanol; H₂O / 0.5 h

5: 1.) C₆H₅SH, CF₃COOH / 1.) 1 h, 2.) CH₂Cl₂, 6 h

With hydrogen; iodine; sodium hydrogencarbonate; benzotriazol-1-ol; thiophenol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium dihydroxide; In methanol; dichloromethane; water;

DOI:10.1016/S0968-0896(99)00054-1

upstream raw materials:

D-(+)-biotin 2-nitrophenyl ester

2-(10-{2-[2-(2-tert-butoxycarbonylamino-ethoxy)-ethoxy]-ethoxy}-decanoylamino)-3-(4-hydroxy-3,5-diiodo-phenyl)-propionic acid methyl ester

1,10-Decanediol

L-Tyr-OMe

Downstream raw materials:

C₆₁H₁₀₆I₂N₁₀O₁₃S

10-[2-(2-{2-[5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethoxy)-ethoxy]-decanoic acid [(S)-1-{3-[4-(3-amino-propylamino)-butylamino]-propylcarbamoyl}-2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-amide

(S)-3-(4-Hydroxy-3,5-diiodo-phenyl)-2-{10-[2-(2-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethoxy)-ethoxy]-decanoylamino}-propionic acid

(S)-2-{10-[2-(2-{2-[5-((3aR,5S,6S,6aS)-2,5-Dioxo-octahydro-5λ⁴-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethoxy)-ethoxy]-decanoylamino}-3-(4-hydroxy-3,5-diiodo-phenyl)-propionic acid

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