methyl N-[N-(tert-butyloxycarbonyl)-L-(3,4-dihydroxyphenylalanyl)]-L-4-fluoro-3-nitrophenylalanine

Base Information

Chemical Name:methyl N-[N-(tert-butyloxycarbonyl)-L-(3,4-dihydroxyphenylalanyl)]-L-4-fluoro-3-nitrophenylalanine
CAS No.:203311-01-7
Molecular Formula:C₂₄H₂₈FN₃O₉
Molecular Weight:521.499
Hs Code.:

Synonyms:methyl N-[N-(tert-butyloxycarbonyl)-L-(3,4-dihydroxyphenylalanyl)]-L-4-fluoro-3-nitrophenylalanine

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Chemical Property of methyl N-[N-(tert-butyloxycarbonyl)-L-(3,4-dihydroxyphenylalanyl)]-L-4-fluoro-3-nitrophenylalanine

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Technology Process of methyl N-[N-(tert-butyloxycarbonyl)-L-(3,4-dihydroxyphenylalanyl)]-L-4-fluoro-3-nitrophenylalanine

There total 2 articles about methyl N-[N-(tert-butyloxycarbonyl)-L-(3,4-dihydroxyphenylalanyl)]-L-4-fluoro-3-nitrophenylalanine 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: 90.0%

: (S)-N-(tert-butyloxycarbonyl)-4-fluoro-3-nitrophenylalanine

: (S)-2-Amino-3-(3,4-bis-trimethylsilanyloxy-phenyl)-propionic acid methyl ester

: 203311-01-7
methyl N-[N-(tert-butyloxycarbonyl)-L-(3,4-dihydroxyphenylalanyl)]-L-4-fluoro-3-nitrophenylalanine

Guidance literature:: (S)-N-(tert-butyloxycarbonyl)-4-fluoro-3-nitrophenylalanine; (S)-2-Amino-3-(3,4-bis-trimethylsilanyloxy-phenyl)-propionic acid methyl ester; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

With hydrogenchloride; In water;
DOI:10.1021/jo990432w

Reference yield:

: 7101-51-1
L-DOPA methyl ester

: (S)-N-(tert-butyloxycarbonyl)-4-fluoro-3-nitrophenylalanine

: 203311-01-7
methyl N-[N-(tert-butyloxycarbonyl)-L-(3,4-dihydroxyphenylalanyl)]-L-4-fluoro-3-nitrophenylalanine

Guidance literature:: With 1.) TMS-X; Yield given. Multistep reaction;
DOI:10.1016/S0040-4039(97)10664-5

Reference yield:

: 203311-01-7
methyl N-[N-(tert-butyloxycarbonyl)-L-(3,4-dihydroxyphenylalanyl)]-L-4-fluoro-3-nitrophenylalanine

: 244769-38-8
(9S,12S)-12-[N-(benzyloxycarbonyl)amino]-2,11-dioxo-4-methoxy-9-methoxycarbonyl-10-azatricyclo[12.2.2.1^3,7]nonadeca-3,5,7⁽¹⁹⁾,14,16,17-hexaene

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate; molecular sieves 3A / dimethylsulfoxide / 2 h / 25 °C

2.1: potassium carbonate / acetone / 3 h / Heating

3.1: trifluoroacetic acid / 0.33 h / 20 °C

3.2: 95 percent / triethylamine / tetrahydrofuran / 1 h / 20 °C

4.1: 13.0 mg / SnCl₂*2H₂O / dimethylformamide / 2 h / 50 °C

5.1: 10.3 mg / H₃PO₂; Cu₂O; NaNO₂ / tetrahydrofuran; H₂O / 0 - 20 °C

With copper(I) oxide; 3 A molecular sieve; hypophosphorous acid; potassium carbonate; trifluoroacetic acid; tin(ll) chloride; sodium nitrite; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 1.1: Cyclization / 2.1: Methylation / 3.1: Hydrolysis / 3.2: Acylation / 4.1: Reduction / 5.1: Diazotization;
DOI:10.1021/jo990432w