L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-O-(phenylmethyl)-, (1S)-1-carboxy-2-methylpropyl ester

Base Information

Chemical Name:L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-O-(phenylmethyl)-, (1S)-1-carboxy-2-methylpropyl ester
CAS No.:185448-71-9
Molecular Formula:C27H35NO7
Molecular Weight:485.577
Hs Code.:
Mol file:185448-71-9.mol

Synonyms:

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Chemical Property of L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-O-(phenylmethyl)-, (1S)-1-carboxy-2-methylpropyl ester

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Technology Process of L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-O-(phenylmethyl)-, (1S)-1-carboxy-2-methylpropyl ester

There total 3 articles about L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-O-(phenylmethyl)-, (1S)-1-carboxy-2-methylpropyl 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%

: 185448-81-1
(S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-(tert-butoxycarbonyl-methyl-amino)-propionyloxy]-3-methyl-butyric acid 2-trimethylsilanyl-ethyl ester

: 185448-71-9
(S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-(tert-butoxycarbonyl-methyl-amino)-propionyloxy]-3-methyl-butyric acid

Guidance literature:: With tetrabutyl ammonium fluoride; silica gel; In tetrahydrofuran; for 5h; Ambient temperature;
DOI:10.1021/jo9616062

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 185448-71-9
(S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-(tert-butoxycarbonyl-methyl-amino)-propionyloxy]-3-methyl-butyric acid

Guidance literature:: Multi-step reaction with 3 steps

1: 40 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N,N-dimethyl-4-aminopyridine / pyridine / 36 h / 25 °C

2: 65 percent / diisopropylethylamine, N,N-dimethyl-4-aminopyridine, isopropenyl chloroformate / CH₂Cl₂ / 1 h / 0 °C

3: 100 percent / Bu₄NF/SiO₂ / tetrahydrofuran / 5 h / Ambient temperature

With dmap; Isopropenyl chloroformate; tetrabutyl ammonium fluoride; silica gel; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo9616062

Reference yield:

: 185448-87-7
(S)-2-Hydroxy-3-methyl-butyric acid 2-trimethylsilanyl-ethyl ester

: 185448-71-9
(S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-(tert-butoxycarbonyl-methyl-amino)-propionyloxy]-3-methyl-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / diisopropylethylamine, N,N-dimethyl-4-aminopyridine, isopropenyl chloroformate / CH₂Cl₂ / 1 h / 0 °C

2: 100 percent / Bu₄NF/SiO₂ / tetrahydrofuran / 5 h / Ambient temperature

With dmap; Isopropenyl chloroformate; tetrabutyl ammonium fluoride; silica gel; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo9616062