(2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methoxy-3-phenyl-propionic acid methyl ester

Base Information

Chemical Name:(2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methoxy-3-phenyl-propionic acid methyl ester
CAS No.:855315-41-2
Molecular Formula:C₁₉H₂₈N₂O₆
Molecular Weight:380.441
Hs Code.:

Synonyms:(2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methoxy-3-phenyl-propionic acid methyl ester

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Chemical Property of (2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methoxy-3-phenyl-propionic acid methyl ester

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Technology Process of (2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methoxy-3-phenyl-propionic acid methyl ester

There total 2 articles about (2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methoxy-3-phenyl-propionic 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: 88.0%

: 15761-38-3
L-N-Boc-Ala

: 855315-39-8
(2S,3R)-2-Amino-3-methoxy-3-phenyl-propionic acid methyl ester

: 855315-41-2
(2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methoxy-3-phenyl-propionic acid methyl ester

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1016/j.tet.2005.03.058

Reference yield:

: 855315-37-6
(2S,3R)-N-(tert-butyloxycarbonyl)-3-methoxyphenylalanine methyl ester

: 855315-41-2
(2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methoxy-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid

2: 88 percent / 1-hydroxybenzotriazole hydrate; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; diisopropylethylamine / CH₂Cl₂ / 3 h / 0 - 20 °C

With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.tet.2005.03.058

Reference yield:

: 855315-41-2
(2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methoxy-3-phenyl-propionic acid methyl ester

: 855315-48-9
C₅₃H₈₀N₆O₁₂

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic acid / CH₂Cl₂

2: 80 percent / 1-hydroxybenzotriazole hydrate; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; diisopropylethylamine / CH₂Cl₂ / 4 h / 0 - 20 °C

3: LiOH / tetrahydrofuran; H₂O / 0 °C

4: 63 percent / 1-hydroxybenzotriazole hydrate; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

With lithium hydroxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2005.03.058