N^α-Cbz-N^ε-formyl-N^ε-[[2-(trimethylsilyl)ethoxy]methoxy]-D-lysine methyl ester

Base Information Edit

Chemical Name:N^α-Cbz-N^ε-formyl-N^ε-[[2-(trimethylsilyl)ethoxy]methoxy]-D-lysine methyl ester
CAS No.:284469-96-1
Molecular Formula:C₂₂H₃₆N₂O₇Si
Molecular Weight:468.623
Hs Code.:
Mol file:284469-96-1.mol

N<sup>α</sup>-Cbz-N<sup>ε</sup>-formyl-N<sup>ε</sup>-[[2-(trimethylsilyl)ethoxy]methoxy]-D-lysine methyl ester

Synonyms:N^α-Cbz-N^ε-formyl-N^ε-[[2-(trimethylsilyl)ethoxy]methoxy]-D-lysine methyl ester

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Chemical Property of N^α-Cbz-N^ε-formyl-N^ε-[[2-(trimethylsilyl)ethoxy]methoxy]-D-lysine methyl ester Edit

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Technology Process of N^α-Cbz-N^ε-formyl-N^ε-[[2-(trimethylsilyl)ethoxy]methoxy]-D-lysine methyl ester

There total 5 articles about N^α-Cbz-N^ε-formyl-N^ε-[[2-(trimethylsilyl)ethoxy]methoxy]-D-lysine 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: 92.0%

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 284469-95-0
N^α-Cbz-N^ε-hydroxy-N^ε-formyl-D-lysine methyl ester

: 284469-96-1
N^α-Cbz-N^ε-formyl-N^ε-[[2-(trimethylsilyl)ethoxy]methoxy]-D-lysine methyl ester

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 17.5h;
DOI:10.1016/S0040-4020(00)00170-8

Reference yield: 80.0%

: 64-18-6
formic acid

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 284469-94-9
C₁₈H₂₆N₂O₅

: 284469-96-1
N^α-Cbz-N^ε-formyl-N^ε-[[2-(trimethylsilyl)ethoxy]methoxy]-D-lysine methyl ester

Guidance literature:: Multistep reaction.;
DOI:10.1016/j.tetlet.2007.09.112

Reference yield:

: (R)-2-Benzyloxycarbonylamino-6-hydroxyamino-hexanoic acid methyl ester

: 284469-96-1
N^α-Cbz-N^ε-formyl-N^ε-[[2-(trimethylsilyl)ethoxy]methoxy]-D-lysine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: EDCI*HCl; NH₂OH / CH₂Cl₂ / 0 °C

2: DIPEA / methanol / 62 h / 20 °C

3: 92 percent / DIPEA; DMAP / CH₂Cl₂ / 17.5 h / 0 - 20 °C

With dmap; hydroxylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; 1: Acylation / 2: Hydrolysis / 3: Condensation;
DOI:10.1016/S0040-4020(00)00170-8