<2S,4(R,S)>-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-iodoglutamate

Base Information

• Chemical Name: <2S,4(R,S)>-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-iodoglutamate
• CAS No.: 119595-80-1
• Molecular Formula: C₂₉H₃₀INO₄
• Molecular Weight: 583.466
• Mol file: 119595-80-1.mol

Synonyms:

Chemical Property of <2S,4(R,S)>-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-iodoglutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <2S,4(R,S)>-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-iodoglutamate

There total 4 articles about <2S,4(R,S)>-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-iodoglutamate 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:

L-glutamic acid 5-methyl ester (1499-55-4) → <2S,4(R,S)>-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-iodoglutamate (119595-76-5,119595-80-1)

Guidance literature:

Multi-step reaction with 4 steps

1: CHCl₃ / 2 h / Heating

2: lead nitrate, Et₃N / CHCl₃ / 87 h / Ambient temperature

3: 75 percent / CH₂Cl₂ / 16 h / Ambient temperature

4: 1.) potassium hexamethyldisilazide (KHMDS), 2.) ICH₂CN / 1.) THF, toluene, -78 deg C, 45 min, 2.) THF, toluene, 2 h

With lead(II) nitrate; iodoacetonitrile; potassium hexamethylsilazane; triethylamine; In dichloromethane; chloroform;

DOI:10.1021/jo00269a022

Reference yield:

C9H19NO4Si → <2S,4(R,S)>-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-iodoglutamate (119595-76-5,119595-80-1)

Guidance literature:

Multi-step reaction with 3 steps

1: lead nitrate, Et₃N / CHCl₃ / 87 h / Ambient temperature

2: 75 percent / CH₂Cl₂ / 16 h / Ambient temperature

3: 1.) potassium hexamethyldisilazide (KHMDS), 2.) ICH₂CN / 1.) THF, toluene, -78 deg C, 45 min, 2.) THF, toluene, 2 h

With lead(II) nitrate; iodoacetonitrile; potassium hexamethylsilazane; triethylamine; In dichloromethane; chloroform;

DOI:10.1021/jo00269a022

Reference yield:

L-N-(9-(9-phenylfluorenyl))glutamic acid γ-methylester (119595-72-1) → <2S,4(R,S)>-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-iodoglutamate (119595-76-5,119595-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / CH₂Cl₂ / 16 h / Ambient temperature

2: 1.) potassium hexamethyldisilazide (KHMDS), 2.) ICH₂CN / 1.) THF, toluene, -78 deg C, 45 min, 2.) THF, toluene, 2 h

With iodoacetonitrile; potassium hexamethylsilazane; In dichloromethane;

DOI:10.1021/jo00269a022

upstream raw materials:

L-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))glutamate

L-glutamic acid 5-methyl ester

L-N-(9-(9-phenylfluorenyl))glutamic acid γ-methylester

Downstream raw materials:

tert-butyl (2S)-5-hydroxy-2-(N-(9-(9-phenylfluorenyl))amino)pentanoate

(2S)-N-(9-(9-phenylfluorenyl))proline tert-butyl ester