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

Base Information

• Chemical Name: α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate ester
• CAS No.: 368443-57-6
• Molecular Formula: C₂₅H₃₀N₂O₇
• Molecular Weight: 470.522
• Mol file: 368443-57-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate 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: 95.0%

β-allyl α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate diester (368443-56-5) → α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate ester (368443-57-6)

Guidance literature:

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/b100401h

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate ester (368443-57-6)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 95 percent / pyrrolidine / (Ph₃P)4Pd⁽⁰⁾ / CH₂Cl₂ / 1 h / 20 °C

With pyrrolidine; 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b100401h

Reference yield:

Boc-Phe-O-COO-isoBu (67729-36-6,60398-40-5) → α-benzyl (2S)-N-(tert-butoxycarbonyl)phenylalanyl-(2R)-aspartate ester (368443-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 5.09 g / NMM / tetrahydrofuran / 3 h / 20 °C

2: 95 percent / pyrrolidine / (Ph₃P)4Pd⁽⁰⁾ / CH₂Cl₂ / 1 h / 20 °C

With pyrrolidine; 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b100401h

upstream raw materials:

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

N-tert-butoxycarbonyl-L-phenylalanine

Boc-Phe-O-COO-isoBu

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

Downstream raw materials:

cyclo{-[(R)-Asp]-β-[(R)-Glu α-OMe]-γ-Sar-[(R)-Asp α-OMe]-β-(S)-Phe-}

cyclo{-[(R)-Asp α-OBn]-β-[(R)-Glu α-OMe]-γ-Sar-[(R)-Asp α-OMe]-β-(S)-Phe-}

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

(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