benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-iodopentanoate

Base Information

• Chemical Name: benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-iodopentanoate
• CAS No.: 216753-82-1
• Molecular Formula: C₁₇H₂₄INO₄
• Molecular Weight: 433.286
• Mol file: 216753-82-1.mol

Synonyms:benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-iodopentanoate

Chemical Property of benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-iodopentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-iodopentanoate

There total 5 articles about benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-iodopentanoate 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: 82.0%

(S)-2-[N-(tert-butoxycarbonyl)amino]-5-hydroxypentanoic acid benzyl ester (91229-97-9) → benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-iodopentanoate (216753-82-1)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetasy.2011.03.002

Reference yield:

Boc-Glu-OBn (30924-93-7) → benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-iodopentanoate (216753-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,3-dicyclohexylcarbodiimide / ethyl acetate / 6 h / Ambient temperature

2: NaBH₄ / tetrahydrofuran; H₂O

3: 68 percent / Ph₃P, imidazole, I₂ / CH₂Cl₂ / 1 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; iodine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; ethyl acetate;

DOI:10.1021/jo981133u

Reference yield:

Boc-Glu(OSu)-OBn (78658-49-8) → benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-iodopentanoate (216753-82-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / tetrahydrofuran; H₂O

2: 68 percent / Ph₃P, imidazole, I₂ / CH₂Cl₂ / 1 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; iodine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo981133u

upstream raw materials:

(S)-2-[N-(tert-butoxycarbonyl)amino]-5-hydroxypentanoic acid benzyl ester

Boc-Glu-OBn

Boc-Glu(OSu)-OBn

2-tert-butoxycarbonylamino-5-ethoxycarbonyloxy-5-oxo-pentanoic acid benzyl ester

Downstream raw materials:

(S)-5-(acetylthio)-2-[N-(tert-butoxycarbonyl)amino]pentanoic acid benzyl ester

H-γ-CyE(Boc,OBn)-OEt

(S)-2-Amino-5-phenyl-pentanoic acid benzyl ester

(S)-2-tert-Butoxycarbonylamino-5-phenyl-pentanoic acid benzyl ester