β-allyl α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate diester

Base Information

• Chemical Name: β-allyl α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate diester
• CAS No.: 368443-56-5
• Molecular Formula: C₂₈H₃₄N₂O₇
• Molecular Weight: 510.587
• Mol file: 368443-56-5.mol

Synonyms:β-allyl α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate diester

Chemical Property of β-allyl α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate diester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of β-allyl α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate diester

There total 5 articles about β-allyl α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate diester 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:

Boc-Phe-O-COO-isoBu (67729-36-6,60398-40-5) + β-allyl α-benzyl (2R)-aspartate diester hydrochloride → β-allyl α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate diester (368443-56-5)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1039/b100401h

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → β-allyl α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate diester (368443-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NMM / tetrahydrofuran / 0.08 h / -15 °C

2: 5.09 g / NMM / tetrahydrofuran / 3 h / 20 °C

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1039/b100401h

Reference yield:

(R)-4-(allyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid (207120-58-9) → β-allyl α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate diester (368443-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Cs₂CO₃; H₂O / methanol

1.2: 91 percent / dimethylformamide / 18 h / 20 °C

2.1: 89 percent / HCl / ethyl acetate / 1.5 h / 20 °C

3.1: 5.09 g / NMM / tetrahydrofuran / 3 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; water; caesium carbonate; In tetrahydrofuran; methanol; ethyl acetate;

DOI:10.1039/b100401h

upstream raw materials:

Boc-Phe-O-COO-isoBu

N-tert-butoxycarbonyl-L-phenylalanine

(R)-4-(allyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid

β-allyl α-benzyl (2R)-N-(tert-butoxycarbonyl)aspartate diester

Downstream raw materials:

α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate ester

β-pentafluorophenyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-[α-benzyl (2R)-aspartyl]-β-[α-methyl (2R)-glutamyl]-γ-sarcosyl-[α-methyl (2R)-aspartate] tetraester

β-allyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-[α-benzyl (2R)-aspartyl]-β-[α-methyl (2R)-glutamyl]-γ-sarcosyl-[α-methyl (2R)-aspartate] tetraester

(5R,9S,12R,16R)-9-Benzyl-12-(4-benzyl-piperidine-1-carbonyl)-1-methyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentaaza-cyclononadecane-5,16-dicarboxylic acid dimethyl ester