(2S,3S)-3-amino-2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid methyl ester

Base Information

Chemical Name:(2S,3S)-3-amino-2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid methyl ester
CAS No.:861432-40-8
Molecular Formula:C₁₅H₂₂N₂O₄
Molecular Weight:294.351
Hs Code.:

Synonyms:(2S,3S)-3-amino-2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid methyl ester

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Chemical Property of (2S,3S)-3-amino-2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid methyl ester

Chemical Property:

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Technology Process of (2S,3S)-3-amino-2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid methyl ester

There total 6 articles about (2S,3S)-3-amino-2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid 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: 95.0%

: 861432-39-5
(2S,3S)-2-(tert-butoxycarbonylamino)-3-(dibenzylamino)-3-phenylpropanoic acid methyl ester

: 861432-40-8
(2S,3S)-3-amino-2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid methyl ester

Guidance literature:: With 30% Pd/C; hydrogen; acetic acid; at 50 ℃; for 2h; under 2250.23 Torr;
DOI:10.1021/jo902106r

Reference yield:

: 861432-34-0
methyl (R)-3-(dibenzylamino)-3-phenylpropanoate

: 861432-40-8
(2S,3S)-3-amino-2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / -78 °C

1.2: tetrahydrofuran; toluene / -78 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 2 h

3.1: hydrogen; W-2 Raney nickel / methanol / 4 h / 20 °C

4.1: 92 percent / triethylamine / dioxane / 1 h / 20 °C

5.1: 90 percent / hydrogen; glacial acetic acid / Pd/C / 2 h / 50 °C / 2250.18 Torr

With W-2 Raney nickel; hydrogen; hexamethyldisilazide; acetic acid; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene;
DOI:10.1016/j.tet.2005.04.046

Reference yield:

: 861432-41-9
(2S,3S)-2-amino-3-(dibenzylamino)-3-phenylpropanoic acid methyl ester

: 861432-40-8
(2S,3S)-3-amino-2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / triethylamine / dioxane / 1 h / 20 °C

2: 90 percent / hydrogen; glacial acetic acid / Pd/C / 2 h / 50 °C / 2250.18 Torr

With hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In 1,4-dioxane;
DOI:10.1016/j.tet.2005.04.046