N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester

Base Information

• Chemical Name: N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester
• CAS No.: 53054-02-7
• Molecular Formula: C₂₂H₃₄N₂O₆
• Molecular Weight: 422.522

Synonyms:N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester

Chemical Property of N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester

There total 10 articles about N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl 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: 100.0%

2-tert-butyl-1,3-diisopropylisourea (71432-55-8) + Boc-Orn(Z)-OH (2480-93-5) → Nα-(1,1-dimethylethoxycarbonyl)-Nδ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester (53054-02-7)

Guidance literature:

In tert-butyl alcohol; at 50 ℃; for 20h;

DOI:10.1016/S0040-4020(01)00399-4

Reference yield: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-2-amino-5-(((benzyloxy)carbonyl)amino)pentanoic acid tert-butyl ester (53054-01-6) → Nα-(1,1-dimethylethoxycarbonyl)-Nδ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester (53054-02-7)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; for 13h; Ambient temperature;

DOI:10.1002/ardp.19943271208

Reference yield: 94.0%

t-butyl bromide (507-19-7) + Boc-Orn(Z)-OH (2480-93-5) → Nα-(1,1-dimethylethoxycarbonyl)-Nδ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester (53054-02-7)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In N,N-dimethyl acetamide; at 55 - 60 ℃; for 24h;

DOI:10.1002/ejoc.200500856

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

acetic acid tert-butyl ester

N-carboxybenzyl-L-ornithine

di-tert-butyl dicarbonate

Downstream raw materials:

(S)-2-tert-Butoxycarbonylamino-5-{[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-pentanoic acid tert-butyl ester

(S)-2-amino-5-(((benzyloxy)carbonyl)amino)pentanoic acid tert-butyl ester

N^ω-benzyloxycarbonyl-N^α-tert-butyloxycarbonyl-L-thiocitrulline tert-butyl ester

L-NOHA

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