(S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-(4-bromo-phenyl)-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-(4-bromo-phenyl)-propionic acid methyl ester
• CAS No.: 220024-53-3
• Molecular Formula: C₂₆H₂₆BrNO₅
• Molecular Weight: 512.4

Synonyms:(S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-(4-bromo-phenyl)-propionic acid methyl ester

Chemical Property of (S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-(4-bromo-phenyl)-propionic acid methyl ester

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Technology Process of (S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-(4-bromo-phenyl)-propionic acid methyl ester

There total 1 articles about (S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-(4-bromo-phenyl)-propionic 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: 23.0%

benzyl chloroformate (501-53-1,94274-21-2) + N-[(R)-(2-hydroxy-1-phenylethyl)]-(S/R)-2-amino-2-methyl-(4'-bromophenyl)acetic acid methyl ester → (S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-(4-bromo-phenyl)-propionic acid methyl ester (220024-53-3) + (R)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-(4-bromo-phenyl)-propionic acid methyl ester

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1021/jo981297a

Reference yield: 100.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + (S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-(4-bromo-phenyl)-propionic acid methyl ester (220024-53-3) → 4-((3S,5R)-3-Methyl-2-oxo-5-phenyl-morpholin-3-yl)-benzoic acid ethyl ester

Guidance literature:

With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; triethylamine; In dimethyl sulfoxide; at 70 ℃; for 3h; under 760 Torr;

DOI:10.1021/jo981297a

Reference yield: 86.0%

phosphonic acid diethyl ester (762-04-9) + (S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-(4-bromo-phenyl)-propionic acid methyl ester (220024-53-3) → (S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid methyl ester (220024-55-5)

Guidance literature:

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 100 ℃; for 4h;

DOI:10.1021/jo981297a

upstream raw materials:

benzyl chloroformate

Downstream raw materials:

(S)-2-[Benzyloxycarbonyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-2-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid methyl ester

MPPG

N-[(R)-(2-hydroxy-1-phenylethyl)]-(S)-2-amino-2-methyl-(4'-diethylphosphonophenyl)acetic acid methyl ester

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