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

Base Information

• Chemical Name: (3R)-3-[(tert-Butoxycarbonyl)-(2S)-phenylalanylamino]-4-hydroxybutyric acid
• CAS No.: 196950-01-3
• Molecular Formula: C₁₈H₂₆N₂O₆
• Molecular Weight: 366.414

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

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

Chemical Property:

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

There total 2 articles about (3R)-3-[(tert-Butoxycarbonyl)-(2S)-phenylalanylamino]-4-hydroxybutyric acid 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: 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

Reference yield:

Boc-Phe-O-COO-isoBu (67729-36-6,60398-40-5) → (3R)-3-[(tert-Butoxycarbonyl)-(2S)-phenylalanylamino]-4-hydroxybutyric acid (196950-01-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 98 percent / H₂ / 10percent Pd/C / ethanol / 4 h

With 4-methyl-morpholine; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1039/a702410j

Reference yield: 85.0%

(3R)-3-[(tert-Butoxycarbonyl)-(2S)-phenylalanylamino]-4-hydroxybutyric acid (196950-01-3) + (R)-2-{2-[((R)-4-Amino-4-methoxycarbonyl-butyryl)-methyl-amino]-acetylamino}-succinic acid 4-benzyl ester 1-methyl ester (778557-15-6) → (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 (182748-81-8)

Guidance literature:

DOI:10.1016/0040-4039(96)01515-8

upstream raw materials:

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

Boc-Phe-O-COO-isoBu

Downstream raw materials:

(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

C₂₃H₃₄N₂O₈

(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

(3R)-3-[(tert-Butoxycarbonyl)-(2S)-phenylalanylamino]-4-hydroxybutyryl-(α-methyl (2R)-glutamyl)-γ-sarcosyl-(α-methyl (2R)-aspartate) diester

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