3-{[(9H-fluoren-9-ylmethoxy)carbonyl]-amino}-2,2-dimethylpropanoic acid

Base Information

• Chemical Name: 3-{[(9H-fluoren-9-ylmethoxy)carbonyl]-amino}-2,2-dimethylpropanoic acid
• CAS No.: 1076197-00-6
• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.391

Synonyms:3-{[(9H-fluoren-9-ylmethoxy)carbonyl]-amino}-2,2-dimethylpropanoic acid

Chemical Property of 3-{[(9H-fluoren-9-ylmethoxy)carbonyl]-amino}-2,2-dimethylpropanoic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-3-amino-2,2-dimethyl-propionicAcid ^*data from reagent suppliers

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Technology Process of 3-{[(9H-fluoren-9-ylmethoxy)carbonyl]-amino}-2,2-dimethylpropanoic acid

There total 4 articles about 3-{[(9H-fluoren-9-ylmethoxy)carbonyl]-amino}-2,2-dimethylpropanoic acid 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: 98.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 3-amino-2,2-dimethylpropanoic acid, hydrochloride salt (2843-19-8) → 3-{[(9H-fluoren-9-ylmethoxy)carbonyl]-amino}-2,2-dimethylpropanoic acid (1076197-00-6)

Guidance literature:

With sodium carbonate; In 1,2-dimethoxyethane; at 20 ℃;

Reference yield: 45.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + 3-amino-2,2-dimethylpropanoic acid, hydrochloride salt (2843-19-8) → 3-{[(9H-fluoren-9-ylmethoxy)carbonyl]-amino}-2,2-dimethylpropanoic acid (1076197-00-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 18h;

Reference yield: 2.5%

aminopivalic acid (19036-43-2) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → 3-{[(9H-fluoren-9-ylmethoxy)carbonyl]-amino}-2,2-dimethylpropanoic acid (1076197-00-6)

Guidance literature:

aminopivalic acid; With chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; In dichloromethane; at 0 - 20 ℃; for 6h;

DOI:10.1021/jacs.8b05162

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

3-amino-2,2-dimethylpropanoic acid, hydrochloride salt

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

aminopivalic acid

Downstream raw materials:

methyl N-[(2R,3R)-3-{(2S)-1-[(3R,4S,5S)-4-{[N-(3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2,2-dimethylpropanoyl)-L-valyl](methyl)amino}-3-methoxy-5-methylheptanoyl]pyrrolidin-2-yl}-3-methoxy-2-methylpropanoyl]-L-phenylalaninate

methyl N-[(2R,3R)-3-{(2S)-1-[(3R,4S,5S)-4-{[N-(3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2,2-dimethylpropanoyl)-L-valyl] (methyl)amino}-3-methoxy-5-methylheptanoyl]pyrrolidin-2-yl}-3-methoxy-2-methylpropanoyl]-L-phenylalaninate

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