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

Base Information

Chemical Name:O-benzyl N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate
CAS No.:79735-23-2
Molecular Formula:C₁₆H₂₄N₂O₄
Molecular Weight:308.378
Hs Code.:

O-benzyl N<sup>α</sup>-(tert-butoxycarbonyl)-N<sup>α</sup>-methyl-L-alaninehydroxamate

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

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

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

There total 4 articles about O-benzyl 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: 68.0%

: 622-33-3
N-benzyloxyamine

: 16948-16-6
N-(tert-butoxycarbonyl)-N-methyl-L-alanine

: 79735-23-2
O-benzyl N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; water; 1) 0 deg C, 3 h, 2) r.t., overnight;
DOI:10.1021/jo00339a047

Reference yield: 31.0%

: 79722-09-1
(S)-N-tert-butoxycarbonyl-O-benzyl-α-alanine hydroxamate

: 74-88-4
methyl iodide

: 79735-23-2
O-benzyl N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate

: 79722-20-6
O-benzyl N-methyl-N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate

Guidance literature:: With sodium hydride; In tetrahydrofuran; 1) 0 deg C, 1 h, 2) r.t., overnight;
DOI:10.1021/jo00339a047

Reference yield:

: 15761-38-3
L-N-Boc-Ala

: 79735-23-2
O-benzyl N^α-(tert-butoxycarbonyl)-N^α-methyl-L-alaninehydroxamate

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride / tetrahydrofuran; H₂O / 1) 0 deg C, 3 h, 2) r.t., overnight

2: 35 percent / NaH / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., overnight

With sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; water;
DOI:10.1021/jo00339a047