L-Tyrosine, N-[(phenylmethoxy)carbonyl]-L-leucyl-O-[5-[(2S)-2-[[(1,1-dimethylethoxy) carbonyl]amino]-3-(diphenylmethoxy)-3-oxopropyl]-2-methoxyphenyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: L-Tyrosine, N-[(phenylmethoxy)carbonyl]-L-leucyl-O-[5-[(2S)-2-[[(1,1-dimethylethoxy) carbonyl]amino]-3-(diphenylmethoxy)-3-oxopropyl]-2-methoxyphenyl]-, 1,1-dimethylethyl ester
• CAS No.: 855415-09-7
• Molecular Formula: C₅₅H₆₅N₃O₁₁
• Molecular Weight: 944.135
• Mol file: 855415-09-7.mol

Synonyms:

Chemical Property of L-Tyrosine, N-[(phenylmethoxy)carbonyl]-L-leucyl-O-[5-[(2S)-2-[[(1,1-dimethylethoxy) carbonyl]amino]-3-(diphenylmethoxy)-3-oxopropyl]-2-methoxyphenyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Tyrosine, N-[(phenylmethoxy)carbonyl]-L-leucyl-O-[5-[(2S)-2-[[(1,1-dimethylethoxy) carbonyl]amino]-3-(diphenylmethoxy)-3-oxopropyl]-2-methoxyphenyl]-, 1,1-dimethylethyl ester

There total 12 articles about L-Tyrosine, N-[(phenylmethoxy)carbonyl]-L-leucyl-O-[5-[(2S)-2-[[(1,1-dimethylethoxy) carbonyl]amino]-3-(diphenylmethoxy)-3-oxopropyl]-2-methoxyphenyl]-, 1,1-dimethylethyl 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:

5-methyl-2-methoxyphenol (1195-09-1) → 3-(3-{4-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-tert-butoxycarbonyl-ethyl]-phenoxy}-4-methoxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzhydryl ester (855415-09-7)

Guidance literature:

Multi-step reaction with 11 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

9: aq. KOH / chiral phase-transfer catalyst / toluene / 18 h / 20 °C

10: 269 mg / aq. citric acid / tetrahydrofuran / 18 h / 20 °C

11: 85 percent / CH₂Cl₂ / 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; chiral phase-transfer catalyst; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; ethyl acetate; acetone; toluene; 1: Ullmann coupling / 8: Finklestein reaction;

DOI:10.1055/s-2004-835623

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 3-(3-{4-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-tert-butoxycarbonyl-ethyl]-phenoxy}-4-methoxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzhydryl ester (855415-09-7)

Guidance literature:

Multi-step reaction with 5 steps

1: NaHCO₃ / dioxane / 20 °C

2: NaI / acetone / 20 °C

3: aq. KOH / chiral phase-transfer catalyst / toluene / 18 h / 20 °C

4: 269 mg / aq. citric acid / tetrahydrofuran / 18 h / 20 °C

5: 85 percent / CH₂Cl₂ / 20 °C

With potassium hydroxide; sodium hydrogencarbonate; citric acid; sodium iodide; chiral phase-transfer catalyst; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetone; toluene; 2: Finklestein reaction;

DOI:10.1055/s-2004-835623

Reference yield:

4-(2-methoxy-5-methylphenoxy)-benzaldehyde → 3-(3-{4-[2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-tert-butoxycarbonyl-ethyl]-phenoxy}-4-methoxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzhydryl ester (855415-09-7)

Guidance literature:

Multi-step reaction with 10 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

8: aq. KOH / chiral phase-transfer catalyst / toluene / 18 h / 20 °C

9: 269 mg / aq. citric acid / tetrahydrofuran / 18 h / 20 °C

10: 85 percent / CH₂Cl₂ / 20 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydrogencarbonate; citric acid; sodium iodide; chiral phase transfer catalyst; chiral phase-transfer catalyst; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; 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