O-benzyl N-methyl-N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate

Base Information

• Chemical Name: O-benzyl N-methyl-N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate
• CAS No.: 79722-20-6
• Molecular Formula: C₁₇H₂₆N₂O₄
• Molecular Weight: 322.404

Synonyms:O-benzyl N-methyl-N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate

Chemical Property of O-benzyl N-methyl-N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate

Chemical Property:

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Technology Process of O-benzyl N-methyl-N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate

There total 7 articles about O-benzyl N-methyl-N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate 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: 92.0%

(S)-N-tert-butoxycarbonyl-O-benzyl-α-alanine hydroxamate (79722-09-1) + methyl iodide (74-88-4) → O-benzyl N-methyl-Nα-(tert-butoxycarbonyl)-Nα-methyl-L-alaninehydroxamate (79722-20-6)

Guidance literature:

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide; at 50 ℃; for 12h;

DOI:10.1021/jo00339a047

Reference yield: 31.0%

(S)-N-tert-butoxycarbonyl-O-benzyl-α-alanine hydroxamate (79722-09-1) + methyl iodide (74-88-4) → O-benzyl Nα-(tert-butoxycarbonyl)-Nα-methyl-L-alaninehydroxamate (79735-23-2) + O-benzyl N-methyl-Nα-(tert-butoxycarbonyl)-Nα-methyl-L-alaninehydroxamate (79722-20-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; 1) 0 deg C, 1 h, 2) r.t., overnight;

DOI:10.1021/jo00339a047

Reference yield: 27.0%

N-methyl-O-benzylhydroxylamine (22513-22-0) + N-(tert-butoxycarbonyl)-N-methyl-L-alanine (16948-16-6) → O-benzyl N-methyl-Nα-(tert-butoxycarbonyl)-Nα-methyl-L-alaninehydroxamate (79722-20-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; 1) 0 deg C, 4 h, 2) r.t., overnight;

DOI:10.1021/jo00339a047

upstream raw materials:

N-methyl-O-benzylhydroxylamine

N-(tert-butoxycarbonyl)-N-methyl-L-alanine

(S)-N-tert-butoxycarbonyl-O-benzyl-α-alanine hydroxamate

methyl iodide

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