N-(tert-butoxycarbonyl)-L-alanyl-O-[tert-butyl(dimethyl)silyl]-N-methyl-D-tyrosine

Base Information

Chemical Name:N-(tert-butoxycarbonyl)-L-alanyl-O-[tert-butyl(dimethyl)silyl]-N-methyl-D-tyrosine
CAS No.:129439-64-1
Molecular Formula:C₂₄H₄₀N₂O₆Si
Molecular Weight:480.677
Hs Code.:

Synonyms:N-(tert-butoxycarbonyl)-L-alanyl-O-[tert-butyl(dimethyl)silyl]-N-methyl-D-tyrosine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(tert-butoxycarbonyl)-L-alanyl-O-[tert-butyl(dimethyl)silyl]-N-methyl-D-tyrosine

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Technology Process of N-(tert-butoxycarbonyl)-L-alanyl-O-[tert-butyl(dimethyl)silyl]-N-methyl-D-tyrosine

There total 8 articles about N-(tert-butoxycarbonyl)-L-alanyl-O-[tert-butyl(dimethyl)silyl]-N-methyl-D-tyrosine 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: 86.4%

: 127462-49-1
(S)-2-[((R)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid benzyl ester

: 129439-64-1
(S)-2-[((R)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 15h;

Reference yield:

: benzyl N-(tert-butoxycarbonyl)-L-alanyl-O-[tert-butyl(dimethyl)silyl]-N-methyl-D-tyrosinate

: 129439-64-1
N-(tert-butoxycarbonyl)-L-alanyl-O-[tert-butyl(dimethyl)silyl]-N-methyl-D-tyrosine

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 23 ℃; for 16h; under 1500.15 Torr;
DOI:10.1002/ejoc.200700024

Reference yield:

: 42406-77-9
L-tyrosine benzyl ester

: 129439-64-1
(S)-2-[((R)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 91.2 percent / Et₃N / dioxane; H₂O / 24 h / Ambient temperature

2: 93.3 percent / imidazole / dimethylformamide / 7 h / Ambient temperature

3: 82 percent / NaH / dimethylformamide / 3 h

4: 84.9 percent / TFA / CH₂Cl₂ / 4 h / 0 °C

5: 91 percent / Et₃N / CH₂Cl₂ / 10 h / Ambient temperature

6: 86.4 percent / H₂ / 10percent Pd-C / ethanol / 15 h

With 1H-imidazole; hydrogen; sodium hydride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;