(S)-4-Methyl-2-{3-phenyl-2-[2-(2,2,2-trifluoro-acetylamino)-acetylamino]-propionylamino}-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-4-Methyl-2-{3-phenyl-2-[2-(2,2,2-trifluoro-acetylamino)-acetylamino]-propionylamino}-pentanoic acid methyl ester
• CAS No.: 84759-56-8
• Molecular Formula: C₂₀H₂₆F₃N₃O₅
• Molecular Weight: 445.439
• Mol file: 84759-56-8.mol

Synonyms:

Chemical Property of (S)-4-Methyl-2-{3-phenyl-2-[2-(2,2,2-trifluoro-acetylamino)-acetylamino]-propionylamino}-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-Methyl-2-{3-phenyl-2-[2-(2,2,2-trifluoro-acetylamino)-acetylamino]-propionylamino}-pentanoic acid methyl ester

There total 6 articles about (S)-4-Methyl-2-{3-phenyl-2-[2-(2,2,2-trifluoro-acetylamino)-acetylamino]-propionylamino}-pentanoic acid 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:

TFA-Gly-ΔPhe-(S)-Leu-OMe (84759-54-6) → (S)-4-Methyl-2-{3-phenyl-2-[2-(2,2,2-trifluoro-acetylamino)-acetylamino]-propionylamino}-pentanoic acid methyl ester (84759-56-8,84759-57-9)

Guidance literature:

With hydrogen; <(Ph-CAPP)Rh(norbornadiene)>(1+)*ClO4(1-); In ethanol; at 40 ℃; for 40h; under 38000 Torr;

DOI:10.1016/S0040-4020(01)82412-1

Reference yield:

(d,l)-phenylserine ethyl ester hydrochloride (42267-16-3) → (S)-4-Methyl-2-{3-phenyl-2-[2-(2,2,2-trifluoro-acetylamino)-acetylamino]-propionylamino}-pentanoic acid methyl ester (84759-56-8,84759-57-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 1-hydroxybenzotriazole, N-methylmorpholine, N,N-dicyclohexylcarbodiimide / dimethylformamide

2: 1N NaOH / H₂O; methanol

3: NaOAc, Ac₂O

4: Et₃N / CHCl₃

5: hydrogen chloride / ethyl acetate / 1 h / 0 °C

6: Et₃N / CHCl₃ / 6 h / from 0 deg C to r.t.

7: 93 percent Turnov_. / H₂ / <(Ph-CAPP)Rh(norbornadiene)>⁽¹⁺⁾*ClO₄^(1-) / ethanol / 40 h / 40 °C / 38000 Torr

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; hydrogen; sodium acetate; acetic anhydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; <(Ph-CAPP)Rh(norbornadiene)>(1+)*ClO4(1-); In methanol; ethanol; chloroform; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)82412-1

Reference yield:

Boc-Gly-ΔZPhe azlactone (124194-31-6) → (S)-4-Methyl-2-{3-phenyl-2-[2-(2,2,2-trifluoro-acetylamino)-acetylamino]-propionylamino}-pentanoic acid methyl ester (84759-56-8,84759-57-9)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CHCl₃

2: hydrogen chloride / ethyl acetate / 1 h / 0 °C

3: Et₃N / CHCl₃ / 6 h / from 0 deg C to r.t.

4: 93 percent Turnov_. / H₂ / <(Ph-CAPP)Rh(norbornadiene)>⁽¹⁺⁾*ClO₄^(1-) / ethanol / 40 h / 40 °C / 38000 Torr

With hydrogenchloride; hydrogen; triethylamine; <(Ph-CAPP)Rh(norbornadiene)>(1+)*ClO4(1-); In ethanol; chloroform; ethyl acetate;

DOI:10.1016/S0040-4020(01)82412-1

upstream raw materials:

TFA-Gly-ΔPhe-(S)-Leu-OMe

(d,l)-phenylserine ethyl ester hydrochloride

Boc-Gly-Δ^ZPhe azlactone

^tBOC-Gly-ΔPhe-(S)-Leu-OMe