(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-ethyl ester

Base Information

• Chemical Name: (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-ethyl ester
• CAS No.: 197727-46-1
• Molecular Formula: C₁₉H₃₀N₂O₅
• Molecular Weight: 366.458

Synonyms:(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-ethyl ester

Chemical Property of (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-ethyl ester

Chemical Property:

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Technology Process of (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-ethyl ester

There total 3 articles about (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-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: 87.0%

N-(tert-butyloxycarbonyl)-L-valyl-L-phenylalanine (methoxyethoxy)ethyl ester (150114-85-5) → (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-ethyl ester (197727-46-1)

Guidance literature:

With hydrogenchloride; diethyl ether; for 4h; Ambient temperature;

DOI:10.1021/jo951899j

Reference yield:

t-Boc-L-valine (13734-41-3) → (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-ethyl ester (197727-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / i-Pr₂NEt, EEDQ / CH₂Cl₂ / 12 h / Ambient temperature

2: 87 percent / HCl/Et₂O / 4 h / Ambient temperature

With hydrogenchloride; diethyl ether; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo951899j

Reference yield:

(S)-2-Amino-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-ethyl ester → (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-ethyl ester (197727-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / i-Pr₂NEt, EEDQ / CH₂Cl₂ / 12 h / Ambient temperature

2: 87 percent / HCl/Et₂O / 4 h / Ambient temperature

With hydrogenchloride; diethyl ether; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo951899j

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-valyl-L-phenylalanine (methoxyethoxy)ethyl ester

t-Boc-L-valine

Downstream raw materials:

N-(allyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-serilvalylphenylalanine (methoxyethoxy)ethyl ester

N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-valyl-L-phenylalanine-methoxyethoxyethyl ester

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