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

Base Information

• Chemical Name: N-fluorenylmethoxycarbonyl-L-alanyl-D-glutamic acid, α-tert-butyl, γ-benzyl diester
• CAS No.: 591752-16-8
• Molecular Formula: C₃₄H₃₈N₂O₇
• Molecular Weight: 586.685
• Mol file: 591752-16-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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

There total 1 articles about N-fluorenylmethoxycarbonyl-L-alanyl-D-glutamic acid, α-tert-butyl, γ-benzyl 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: 65.0%

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + D-glutamic acid α-tert-butyl-γ-benzyl diester → N-fluorenylmethoxycarbonyl-L-alanyl-D-glutamic acid, α-tert-butyl, γ-benzyl diester (591752-16-8)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1021/ja034861u

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:

N-fluorenylmethoxycarbonyl-L-alanyl-D-glutamic acid, α-tert-butyl, γ-benzyl diester (591752-16-8) → N-acetyl-L-alanyl-γ-D-glutamyl(α-OtBu)-L-lysine(ε-N-Boc), benzyl ester (591752-18-0)

Guidance literature:

Multi-step reaction with 4 steps

1: piperidine / CH₂Cl₂ / 1 h / 20 °C

2: 100 percent / Et₃N / CH₂Cl₂

3: H₂ / Pd/C / methanol / 3 h / 20 °C / ambient pressure

4: 200 mg / HOBt; DCC / CH₂Cl₂; dimethylformamide / 20 °C

With piperidine; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja034861u

upstream raw materials:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

Downstream raw materials:

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

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