(R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyric acid benzyl ester

Base Information

• Chemical Name: (R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyric acid benzyl ester
• CAS No.: 182748-83-0
• Molecular Formula: C₂₅H₃₂N₂O₆
• Molecular Weight: 456.539

Synonyms:(R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyric acid benzyl ester

Chemical Property of (R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyric acid benzyl ester

Chemical Property:

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Technology Process of (R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyric acid benzyl ester

There total 2 articles about (R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyric acid benzyl 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:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyric acid benzyl ester (182748-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / tetrahydrofuran / 0.17 h / -15 °C

2: N-methylmorpholine / tetrahydrofuran / 2 h / Ambient temperature

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1039/a702410j

Reference yield:

Boc-Phe-O-COO-isoBu (67729-36-6,60398-40-5) + (R)-3-Amino-4-hydroxy-butyric acid benzyl ester; compound with trifluoro-acetic acid → (R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyric acid benzyl ester (182748-83-0)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; for 2h; Yield given; Ambient temperature;

DOI:10.1039/a702410j

Reference yield: 98.0%

(R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyric acid benzyl ester (182748-83-0) → (3R)-3-[(tert-Butoxycarbonyl)-(2S)-phenylalanylamino]-4-hydroxybutyric acid (196950-01-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 4h;

DOI:10.1039/a702410j

upstream raw materials:

Boc-Phe-O-COO-isoBu

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

(3R)-3-[(tert-Butoxycarbonyl)-(2S)-phenylalanylamino]-4-hydroxybutyric acid

(R)-2-[2-({(R)-4-[(R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyrylamino]-4-methoxycarbonyl-butyryl}-methyl-amino)-acetylamino]-succinic acid 4-benzyl ester 1-methyl ester

(R)-2-[2-({(R)-4-[(R)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-butyrylamino]-4-methoxycarbonyl-butyryl}-methyl-amino)-acetylamino]-succinic acid 1-methyl ester 4-pentafluorophenyl ester

C₂₃H₃₄N₂O₈

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