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

Base Information

• Chemical Name: β-allyl α-benzyl (2R)-N-(tert-butoxycarbonyl)aspartate diester
• CAS No.: 368443-54-3
• Molecular Formula: C₁₉H₂₅NO₆
• Molecular Weight: 363.411
• Mol file: 368443-54-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about β-allyl α-benzyl (2R)-N-(tert-butoxycarbonyl)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: 91.0%

benzyl bromide (100-39-0) + (R)-4-(allyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid (207120-58-9) → β-allyl α-benzyl (2R)-N-(tert-butoxycarbonyl)aspartate diester (368443-54-3)

Guidance literature:

(R)-4-(allyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid; With water; caesium carbonate; In methanol;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Further stages.;

DOI:10.1039/b100401h

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → β-allyl α-benzyl (2R)-N-(tert-butoxycarbonyl)aspartate diester (368443-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 91 percent / Et₃N; H₂O / dioxane / 18 h

2.1: Cs₂CO₃; H₂O / methanol

2.2: 91 percent / dimethylformamide / 18 h / 20 °C

With water; caesium carbonate; triethylamine; In 1,4-dioxane; methanol;

DOI:10.1039/b100401h

Reference yield:

β-allyl (2R)-aspartate ester hydrochloride → β-allyl α-benzyl (2R)-N-(tert-butoxycarbonyl)aspartate diester (368443-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 91 percent / Et₃N; H₂O / dioxane / 18 h

2.1: Cs₂CO₃; H₂O / methanol

2.2: 91 percent / dimethylformamide / 18 h / 20 °C

With water; caesium carbonate; triethylamine; In 1,4-dioxane; methanol;

DOI:10.1039/b100401h

upstream raw materials:

benzyl bromide

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

di-tert-butyl dicarbonate

Downstream raw materials:

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

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

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