L-3,5-dinitro-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)-phenylthio)-N-trifluoroacetyl phenylalanine ethyl ester

Base Information

• Chemical Name: L-3,5-dinitro-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)-phenylthio)-N-trifluoroacetyl phenylalanine ethyl ester
• CAS No.: 105189-64-8
• Molecular Formula: C₂₇H₂₅F₃N₄O₉S
• Molecular Weight: 638.578
• Mol file: 105189-64-8.mol

Synonyms:L-3,5-dinitro-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)-phenylthio)-N-trifluoroacetyl phenylalanine ethyl ester

Chemical Property of L-3,5-dinitro-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)-phenylthio)-N-trifluoroacetyl phenylalanine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-3,5-dinitro-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)-phenylthio)-N-trifluoroacetyl phenylalanine ethyl ester

There total 8 articles about L-3,5-dinitro-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)-phenylthio)-N-trifluoroacetyl phenylalanine ethyl 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: 68.0%

methanesulfonyl chloride (124-63-0) + 3,5-dinitro-N-(trifluoroacetyl)-L-tyrosine ethyl ester (105189-50-2) + 4-methoxy-3-<(2-methoxypyrid-5-yl)methyl>thiophenol (105189-62-6) → L-3,5-dinitro-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)-phenylthio)-N-trifluoroacetyl phenylalanine ethyl ester (105189-64-8)

Guidance literature:

In pyridine;

Reference yield:

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) → L-3,5-dinitro-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)-phenylthio)-N-trifluoroacetyl phenylalanine ethyl ester (105189-64-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) n-BuLi / 1) THF, hexane, -85 deg C, 5 min, 2) THF, below -70 deg C to room temperature

2: pyridine / 50 °C

3: H₂ / 10percent Pd/C / methanol

4: 55 percent / Ac₂O, Cl₂ / acetic acid / 20 h / Ambient temperature

5: 2.55 g / NaOH / dioxane; H₂O / 5 h / Heating

6: 1) Me₂SO₂Cl, pyridine, 2) pyridine / 1) reflux, 10 min, 2) reflux, 20 min

With pyridine; sodium hydroxide; n-butyllithium; Me₂SO₂Cl; hydrogen; acetic anhydride; chlorine; palladium on activated charcoal; In 1,4-dioxane; methanol; water; acetic acid;

DOI:10.1021/jm00122a009

Reference yield:

ortho-anisaldehyde (135-02-4) → L-3,5-dinitro-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)-phenylthio)-N-trifluoroacetyl phenylalanine ethyl ester (105189-64-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) n-BuLi / 1) THF, hexane, -85 deg C, 5 min, 2) THF, below -70 deg C to room temperature

2: pyridine / 50 °C

3: H₂ / 10percent Pd/C / methanol

4: 55 percent / Ac₂O, Cl₂ / acetic acid / 20 h / Ambient temperature

5: 2.55 g / NaOH / dioxane; H₂O / 5 h / Heating

6: 1) Me₂SO₂Cl, pyridine, 2) pyridine / 1) reflux, 10 min, 2) reflux, 20 min

With pyridine; sodium hydroxide; n-butyllithium; Me₂SO₂Cl; hydrogen; acetic anhydride; chlorine; palladium on activated charcoal; In 1,4-dioxane; methanol; water; acetic acid;

DOI:10.1021/jm00122a009

upstream raw materials:

2-methoxy-5-bromopyridine

ortho-anisaldehyde

2-<(2-methoxypyrid-5-yl)methyl>anisole

(2-methoxyphenyl)(2-methoxypyrid-5-yl)methanol

Downstream raw materials:

L-3,5-dibromo-4-(4'-hydroxy-3'-(6-oxo-3(1H)-pyridylmethyl)-phenylthio)-phenylalanine

4-(4'-hydroxy-3'-(6-oxo-3(1H)-pyridylmethyl)phenylthio)-3,5-diiodophenylalanine

L-3,5-dibromo-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)phenylthio)-N-trifluoroacetyl phenylalanine ethyl ester

L-3,5-diiodo-4-(4'-methoxy-3'-(6-methoxy-3-pyridylmethyl)-phenylthio)-N-trifluoracetyl phenylalanine ethyl ester