L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-3-[4-(iodomethyl)phenoxy]-O-methyl-, diphenylmethyl ester

Base Information

• Chemical Name: L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-3-[4-(iodomethyl)phenoxy]-O-methyl-, diphenylmethyl ester
• CAS No.: 841275-43-2
• Molecular Formula: C35H36INO6
• Molecular Weight: 693.578
• Mol file: 841275-43-2.mol

Synonyms:

Chemical Property of L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-3-[4-(iodomethyl)phenoxy]-O-methyl-, diphenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-3-[4-(iodomethyl)phenoxy]-O-methyl-, diphenylmethyl ester

There total 9 articles about L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-3-[4-(iodomethyl)phenoxy]-O-methyl-, diphenylmethyl 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-tert-butoxycarbonylamino-3-[3-(4-chloromethyl-phenoxy)-4-methoxy-phenyl]-propionic acid benzhydryl ester → 2-tert-butoxycarbonylamino-3-[3-(4-iodomethyl-phenoxy)-4-methoxy-phenyl]-propionic acid benzhydryl ester (841275-43-2)

Guidance literature:

With sodium iodide; In acetone; at 20 ℃;

DOI:10.1055/s-2004-835623

Reference yield:

5-methyl-2-methoxyphenol (1195-09-1) → 2-tert-butoxycarbonylamino-3-[3-(4-iodomethyl-phenoxy)-4-methoxy-phenyl]-propionic acid benzhydryl ester (841275-43-2)

Guidance literature:

Multi-step reaction with 8 steps

1: CuO; K₂CO₃; pyridine / Heating

2: NaBH₄ / methanol / 20 °C

3: aq. HCl / ethyl acetate / 20 °C

4: 53 percent / NBS; AIBN / CCl₄ / Heating; irradiation

5: 87 percent / aq. KOH / chiral phase transfer catalyst / toluene / 20 °C

6: aq. citric acid / tetrahydrofuran / 20 °C

7: NaHCO₃ / dioxane / 20 °C

8: NaI / acetone / 20 °C

With pyridine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydrogencarbonate; potassium carbonate; citric acid; sodium iodide; copper(II) oxide; chiral phase transfer catalyst; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; ethyl acetate; acetone; toluene; 1: Ullmann coupling / 8: Finklestein reaction;

DOI:10.1055/s-2004-835623

Reference yield:

4-(2-methoxy-5-methylphenoxy)-benzaldehyde → 2-tert-butoxycarbonylamino-3-[3-(4-iodomethyl-phenoxy)-4-methoxy-phenyl]-propionic acid benzhydryl ester (841275-43-2)

Guidance literature:

Multi-step reaction with 7 steps

1: NaBH₄ / methanol / 20 °C

2: aq. HCl / ethyl acetate / 20 °C

3: 53 percent / NBS; AIBN / CCl₄ / Heating; irradiation

4: 87 percent / aq. KOH / chiral phase transfer catalyst / toluene / 20 °C

5: aq. citric acid / tetrahydrofuran / 20 °C

6: NaHCO₃ / dioxane / 20 °C

7: NaI / acetone / 20 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydrogencarbonate; citric acid; sodium iodide; chiral phase transfer catalyst; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; ethyl acetate; acetone; toluene; 7: Finklestein reaction;

DOI:10.1055/s-2004-835623

upstream raw materials:

5-methyl-2-methoxyphenol

di-tert-butyl dicarbonate

4-bromo-benzaldehyde

2-(4-Chloromethyl-phenoxy)-1-methoxy-4-methyl-benzene

Downstream raw materials:

2-(benzhydrylidene-amino)-3-{4-[5-(2-benzhydryloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-methoxy-phenoxy]-phenyl}-propionic acid tert-butyl ester

3-(3-{4-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-tert-butoxycarbonyl-ethyl]-phenoxy}-4-methoxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzhydryl ester

3-{3-[4-(2-amino-2-tert-butoxycarbonyl-ethyl)-phenoxy]-4-methoxy-phenyl}-2-tert-butoxycarbonylamino-propionic acid benzhydryl ester