(S)-2-<<(S)-2-(6-Methoxy-2-naphthyl)propionylamino>methyl>-3-phenylpropionsaeure-methylester

Base Information

• Chemical Name: (S)-2-<<(S)-2-(6-Methoxy-2-naphthyl)propionylamino>methyl>-3-phenylpropionsaeure-methylester
• CAS No.: 123542-78-9
• Molecular Formula: C₂₅H₂₇NO₄
• Molecular Weight: 405.494
• Mol file: 123542-78-9.mol

Synonyms:(S)-2-<<(S)-2-(6-Methoxy-2-naphthyl)propionylamino>methyl>-3-phenylpropionsaeure-methylester

Chemical Property of (S)-2-<<(S)-2-(6-Methoxy-2-naphthyl)propionylamino>methyl>-3-phenylpropionsaeure-methylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-<<(S)-2-(6-Methoxy-2-naphthyl)propionylamino>methyl>-3-phenylpropionsaeure-methylester

There total 12 articles about (S)-2-<<(S)-2-(6-Methoxy-2-naphthyl)propionylamino>methyl>-3-phenylpropionsaeure-methylester 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: 88.0%

(S)-β2hPhe-OMe (123761-13-7) + (2S)-2-(6-methoxy(2-naphthyl))propanoic acid (22204-53-1) → (S)-2-<<(S)-2-(6-Methoxy-2-naphthyl)propionylamino>methyl>-3-phenylpropionsaeure-methylester (123542-78-9)

Guidance literature:

With sodium hydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S)-2-<<(S)-2-(6-Methoxy-2-naphthyl)propionylamino>methyl>-3-phenylpropionsaeure-methylester (123542-78-9)

Guidance literature:

Multi-step reaction with 13 steps

1: 82 percent / LiAlH₄ / tetrahydrofuran

2: 92 percent / toluene / 4 h / 80 °C

3: 84 percent / i-Pr₂NH, POCl₃ / CH₂Cl₂

4: 71 percent / 585 °C / 0 Torr

5: 64 percent / HCl-gas / 2 h

6: 65 percent / PCl₅ / CH₂Cl₂ / 5 h / Heating

7: 85 percent / H₂O / 10 h / PLE

8: 91 percent / <3-(Dimethylamino)propyl>ethylcarbodiimid*HCl, 1N NaOH / tetrahydrofuran; H₂O / 10 h

9: 53 percent / 1,8-Diazabicyclo<5.4.0>undec-7-en / tetrahydrofuran / 1) 2h, 45 deg C 2) 8h, room temperature

10: 96 percent / H₂ / Pd/C / methanol / 1 h / 760 Torr

11: 61 percent / TiCl₃, NaOAc / methanol; H₂O / 2 h / Ambient temperature

12: HCl-gas

13: 88 percent / Dicyclohexylcarbodiimid, 0.1N NaOH / tetrahydrofuran; H₂O

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; titanium(III) chloride; phosphorus pentachloride; hydrogen; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; dicyclohexyl-carbodiimide; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; toluene;

Reference yield:

L-Phenylalaninol (3182-95-4) → (S)-2-<<(S)-2-(6-Methoxy-2-naphthyl)propionylamino>methyl>-3-phenylpropionsaeure-methylester (123542-78-9)

Guidance literature:

Multi-step reaction with 12 steps

1: 92 percent / toluene / 4 h / 80 °C

2: 84 percent / i-Pr₂NH, POCl₃ / CH₂Cl₂

3: 71 percent / 585 °C / 0 Torr

4: 64 percent / HCl-gas / 2 h

5: 65 percent / PCl₅ / CH₂Cl₂ / 5 h / Heating

6: 85 percent / H₂O / 10 h / PLE

7: 91 percent / <3-(Dimethylamino)propyl>ethylcarbodiimid*HCl, 1N NaOH / tetrahydrofuran; H₂O / 10 h

8: 53 percent / 1,8-Diazabicyclo<5.4.0>undec-7-en / tetrahydrofuran / 1) 2h, 45 deg C 2) 8h, room temperature

9: 96 percent / H₂ / Pd/C / methanol / 1 h / 760 Torr

10: 61 percent / TiCl₃, NaOAc / methanol; H₂O / 2 h / Ambient temperature

11: HCl-gas

12: 88 percent / Dicyclohexylcarbodiimid, 0.1N NaOH / tetrahydrofuran; H₂O

With hydrogenchloride; sodium hydroxide; titanium(III) chloride; phosphorus pentachloride; hydrogen; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; dicyclohexyl-carbodiimide; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; toluene;

upstream raw materials:

(S)-β²hPhe-OMe

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

L-phenylalanine

L-Phenylalaninol