{(S)-2-[(R)-3-(4-Acetoxy-phenyl)-2-acetylamino-propionylamino]-propionylamino}-acetic acid methyl ester

Base Information

• Chemical Name: {(S)-2-[(R)-3-(4-Acetoxy-phenyl)-2-acetylamino-propionylamino]-propionylamino}-acetic acid methyl ester
• CAS No.: 87242-57-7
• Molecular Formula: C₁₉H₂₅N₃O₇
• Molecular Weight: 407.423

Synonyms:{(S)-2-[(R)-3-(4-Acetoxy-phenyl)-2-acetylamino-propionylamino]-propionylamino}-acetic acid methyl ester

Chemical Property of {(S)-2-[(R)-3-(4-Acetoxy-phenyl)-2-acetylamino-propionylamino]-propionylamino}-acetic acid methyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of {(S)-2-[(R)-3-(4-Acetoxy-phenyl)-2-acetylamino-propionylamino]-propionylamino}-acetic acid methyl ester

There total 4 articles about {(S)-2-[(R)-3-(4-Acetoxy-phenyl)-2-acetylamino-propionylamino]-propionylamino}-acetic 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:

Ac-ΔTyr(Ac)-(S)-Ala-Gly-OMe (84759-69-3,87242-55-5) → {(S)-2-[(R)-3-(4-Acetoxy-phenyl)-2-acetylamino-propionylamino]-propionylamino}-acetic acid methyl ester (87242-57-7)

Guidance literature:

With hydrogen; <(Ph-CAPP)Rh(norbornadiene)>(1+)*ClO4(1-); In ethanol; at 40 ℃; for 20h; under 3800 Torr; Yield given;

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

Reference yield:

N,O-diacetyltyrosine azlactone (70529-59-8) → {(S)-2-[(R)-3-(4-Acetoxy-phenyl)-2-acetylamino-propionylamino]-propionylamino}-acetic acid methyl ester (87242-57-7)

Guidance literature:

Multi-step reaction with 4 steps

2: 88 percent Turnov_. / H₂ / <(diPAMP)Rh(norbornadiene)>⁽¹⁺⁾*ClO₄^(1-) / ethanol / 24 h / 40 °C / 7600 Torr

3: Et₃N / CHCl₃

4: H₂ / <(Ph-CAAP)Rh(NBD)>⁽¹⁺⁾*ClO₄^(1-) / ethanol / 20 h / 40 °C / 3800 Torr

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

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

Reference yield:

N-(N,O-diacetyldehydrotyrosyl)-(R)-alanine methyl ester (80630-63-3) → {(S)-2-[(R)-3-(4-Acetoxy-phenyl)-2-acetylamino-propionylamino]-propionylamino}-acetic acid methyl ester (87242-57-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent Turnov_. / H₂ / <(diPAMP)Rh(norbornadiene)>⁽¹⁺⁾*ClO₄^(1-) / ethanol / 24 h / 40 °C / 7600 Torr

2: Et₃N / CHCl₃

3: H₂ / <(Ph-CAAP)Rh(NBD)>⁽¹⁺⁾*ClO₄^(1-) / ethanol / 20 h / 40 °C / 3800 Torr

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

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

upstream raw materials:

Ac-ΔTyr(Ac)-(S)-Ala-Gly-OMe

N,O-diacetyltyrosine azlactone

N-(N,O-diacetyldehydrotyrosyl)-(R)-alanine methyl ester

(L,D)-Ac-Tyr(Ac)-D-Ala-OMe

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