(R)-2-((S)-2-Amino-propionylamino)-pentanedioic acid 5-benzyl ester 1-tert-butyl ester

Base Information

• Chemical Name: (R)-2-((S)-2-Amino-propionylamino)-pentanedioic acid 5-benzyl ester 1-tert-butyl ester
• CAS No.: 774138-82-8
• Molecular Formula: C₁₉H₂₈N₂O₅
• Molecular Weight: 364.442

Synonyms:(R)-2-((S)-2-Amino-propionylamino)-pentanedioic acid 5-benzyl ester 1-tert-butyl ester

Chemical Property of (R)-2-((S)-2-Amino-propionylamino)-pentanedioic acid 5-benzyl ester 1-tert-butyl ester

Chemical Property:

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Technology Process of (R)-2-((S)-2-Amino-propionylamino)-pentanedioic acid 5-benzyl ester 1-tert-butyl ester

There total 2 articles about (R)-2-((S)-2-Amino-propionylamino)-pentanedioic acid 5-benzyl ester 1-tert-butyl 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-fluorenylmethoxycarbonyl-L-alanyl-D-glutamic acid, α-tert-butyl, γ-benzyl diester (591752-16-8) → (R)-2-((S)-2-Amino-propionylamino)-pentanedioic acid 5-benzyl ester 1-tert-butyl ester (774138-82-8)

Guidance literature:

With piperidine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ja034861u

Reference yield:

D-glutamic acid α-tert-butyl-γ-benzyl diester → (R)-2-((S)-2-Amino-propionylamino)-pentanedioic acid 5-benzyl ester 1-tert-butyl ester (774138-82-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / HOBt; DCC / CH₂Cl₂ / 20 °C

2: piperidine / CH₂Cl₂ / 1 h / 20 °C

With piperidine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1021/ja034861u

Reference yield: 100.0%

acetic anhydride (108-24-7) + (R)-2-((S)-2-Amino-propionylamino)-pentanedioic acid 5-benzyl ester 1-tert-butyl ester (774138-82-8) → N-acetyl-L-alanyl-D-glutamic acid, α-tert-butyl, γ-benzyl diester (591752-17-9)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1021/ja034861u

upstream raw materials:

N-fluorenylmethoxycarbonyl-L-alanyl-D-glutamic acid, α-tert-butyl, γ-benzyl diester

Downstream raw materials:

N-acetyl-L-alanyl-D-glutamic acid, α-tert-butyl, γ-benzyl diester

N-acetyl-L-alanyl-γ-D-glutamyl(α-O^tBu)-L-lysine(ε-N-Boc), benzyl ester

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