N-methyl-N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester

Base Information

• Chemical Name: N-methyl-N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester
• CAS No.: 856865-72-0
• Molecular Formula: C₁₇H₂₄N₂O₈S
• Molecular Weight: 416.452

Synonyms:N-methyl-N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester

Chemical Property of N-methyl-N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N-methyl-N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester

There total 3 articles about N-methyl-N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl 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: 93.0%

N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester (856865-57-1) + dimethyl sulfate (77-78-1) → N-methyl-N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester (856865-72-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

DOI:10.1021/jo050477z

Reference yield:

L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride (6234-01-1,16948-36-0) → N-methyl-N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester (856865-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / triethylamine / CH₂Cl₂

2: 93 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 0.25 h / 0 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo050477z

Reference yield:

2-Nitrobenzenesulfonyl chloride (1694-92-4) → N-methyl-N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester (856865-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / triethylamine / CH₂Cl₂

2: 93 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 0.25 h / 0 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo050477z

upstream raw materials:

N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester

dimethyl sulfate

L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride

2-Nitrobenzenesulfonyl chloride

Downstream raw materials:

N-α-methyl-N-α-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester

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